N-phenyltetrahydroindazoles, their preparation, and their use as crop protection agents

The present invention relates to novel N-phenyltetrahydroindazoles of the formula I ##STR1## where
R.sup.1 is hydrogen or C.sub.1-4 -alkyl;
R.sup.2 is halogen, C.sub.1-4 -alkyl or C.sub.1-4 -haloalkyl;
R.sup.3 is hydrogen or halogen;
R.sup.4 is nitro, halogen, C.sub.1-4 -alkyl or C.sub.1-4 -haloalkyl;
R.sup.5 is --XR.sup.6 ;
X is oxygen, sulfur, --SO-- or --SO.sub.2 --;
R.sup.6 is --Alk--R.sup.7 ;
Alk is a methylene, ethylene, propylene, butylene or pentamethylene chain, where one chain member can carry a spiro-linked 2- to 5-membered carbon chain or where 2 ring members can be bridged via a C.sub.1-5 -alkylene chain and/or where, if desired, any methylene unit which can be substituted can carry one or two of the following substituents (R.sup.8, R.sup.9): halogen, C.sub.3-6 -cycloalkyl, C.sub.2-6 -alkenyl, C.sub.2-6 -alkynyl, --CO--R.sup.10, imino-C.sub.1-4 -alkyl, (C.sub.1-4 -alkyl)imino-C.sub.1-4 -alkyl, N-hydroxyimino-C.sub.1-4 -alkyl, (C.sub.1-4 -alkoxy)imino-C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy-(C.sub.1-4 -alkoxy)carbonyl, (C.sub.1-4 -alkoxy)carbonyl-(C.sub.1-4 -alkoxy)carbonyl,
C.sub.1-6 -alkyl, C.sub.1-6 -haloalkyl, C.sub.1-6 -alkoxy, C.sub.1-6 -haloalkoxy, C.sub.1-6 -alkylthio or C.sub.1-6 -haloalkylthio, where, if desired, the 6 last-mentioned radicals can additionally carry one of the following radicals:
C.sub.3-6 -cycloalkyl, C.sub.1-6 -alkoxy, C.sub.1-6 -haloalkoxy, C.sub.1-6 -alkylthio, C.sub.1-6 -haloalkylthio, --CO--R.sup.10, imino-C.sub.1-4 -alkyl, C.sub.1-4 -alkylimino-C.sub.1-4 -alkyl, N-hydroxyimino-C.sub.1-4 -alkyl, (C.sub.1-4 -alkoxy)imino-C.sub.1-4 -alkyl, phenyl or heteroaryl, where, if desired, the phenyl radical and the heteroaryl radicals, in turn, can carry one to three substituents selected from the group consisting of nitro, cyano, halogen, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy, C.sub.1-4 -alkylthio, C.sub.1-4 -haloalkyl, C.sub.1-4 -haloalkoxy, C.sub.1-4 -haloalkylthio and (C.sub.1-4 -alkoxy) carbonyl;
phenyl, naphthyl or heteroaryl, where, if desired, these aromatic radicals can carry one to three substituents selected from the group consisting of nitro, cyano, halogen, C.sub.1-4 -alkyl, C.sub.1-4 -haloalkyl, C.sub.1-4 -alkoxy, C.sub.1-4 -haloalkoxy, C.sub.1-4 -alkylthio, C.sub.1-4 -haloalkylthio and (C.sub.1-4 -alkoxy)carbonyl;
R.sup.7 is halogen, cyano, thiocyanato or --YR.sup.11, where Y is oxygen, sulfur, --SO-- or --SO.sub.2 --;
R.sup.10 is hydrogen, hydroxyl, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.3 -C.sub.6 -cycloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.3 -C.sub.6 -cycloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkylthio, --NH--R.sup.12, --N(C.sub.1 -C.sub.4 -alkyl)-R.sup.12, --N(C.sub.3 -C.sub.4 -alkenyl)-R.sup.12, --N(C.sub.3 -C.sub.4 -alkynyl)-R.sup.12, pyrrolidin-1-yl, piperid-1-yl, morpholin-4-yl,
azepan-1-yl, ##STR2## phenyl, benzyl, phenoxy or benzyloxy, where, if desired, the phenyl rings can each carry 1 to 3 substituents selected from the group consisting of nitro, cyano, halogen, C.sub.1-4 -alkyl, C.sub.1-4 -haloalkyl, C.sub.1-4 -alkoxy, C.sub.1-4 -haloalkoxy, (C.sub.1-4 -alkoxy)carbonyl, C.sub.1-4 -alkylthio and C.sub.1-4 -haloalkylthio;
R.sup.11 is C.sub.1-6 -alkyl, C.sub.1-6 -haloalkyl or C.sub.3-6 -cycloalkyl;
R.sup.12 is hydrogen, hydroxyl, C.sub.1-4 -alkyl, C.sub.3-4 -alkenyl, C.sub.3-4 -alkynyl, C.sub.3-6 -cycloalkyl, C.sub.1-4 -alkoxy, C.sub.3-4 -alkenyloxy, C.sub.3-4 -alkynyloxy, phenyl or benzyl, where, if desired, the phenyl ring in both phenyl and benzyl can carry one to three substituents selected from the group consisting of nitro, cyano, halogen, C.sub.1-4 -alkyl, C.sub.1-4 -haloalkyl, C.sub.1-4 -alkoxy, C.sub.1-4 -haloalkoxy, (C.sub.1-4 -alkoxy)carbonyl, C.sub.1-4 -alkylthio and C.sub.1-4 -haloalkylthio;
and the agriculturally utilizable salts of the compounds I, with the provisoes that
the simultaneous meaning of R.sup.6 as dihalomethyl, R.sup.2 and R.sup.4 as chlorine and R.sup.3 as halogen is excluded;
the simultaneous meaning of X equals oxygen and R.sup.7 as --OR.sup.11 or C.sub.1 -C.sub.6 -alkylthio is excluded;
Alk must not carry a spiro-linked three-membered ring if R.sup.7 is halogen and
R.sub.11 is not C.sub.1-6 -alkyl if R.sup.1 is hydrogen, R.sup.2 is C.sub.1-4 -haloalkyl, R.sup.3 is fluorine, R.sup.4 is halogen and R.sup.7 is --OR.sup.11.
The invention furthermore relates to
the use of the compounds I as herbicides and/or plant desiccants and/or defoliants,
herbicides and plant desiccants and/or defoliants which comprise the compounds I as active ingredients,
processes for the preparation of the compounds I and of herbicides and plant desiccants and/or defoliants using the compounds I, and
methods of controlling undesirable vegetation and for desiccating and/or defoliating plants using the compounds I.
BE 847 340 discloses, inter alia, 3-chloro-2-(3-methoxyphenyl)-and 3-bromo-2-(3-methoxyphenyl)-tetrahydroindazoles in which the phenyl ring in the para position relative to the indazole radical has attached to it a fluorine, chlorine or bromine substituent. These compounds are disclosed as selective herbicides in rice and fruit.
In addition, EP-A 197 495 describes 3-chloro-2-�4-chloro-5-(dihalomethoxy-2-halogen-phenyl!-tetrahydroindazoles and their herbicidal action.
Furthermore, EP-A 105 721 discloses herbicidally active 3-chloro-2-(4-chloro-2-fluoro-phenyl)-, 3-methyl-2-(4-chloro-2-fluoro-phenyl)- and 3-chloro-2-(4-bromo-2-fluoro-phenyl)-tetrahydroindazoles which carry on the phenyl ring in the 5-position relative to the indazole radical, inter alia, a C.sub.1 -C.sub.4 -alkoxy, C.sub.3 -C.sub.4 -alkenyloxy, C.sub.3 -C.sub.4 -alkenyloxy, C.sub.1 -C.sub.6 -alkoxycarbonylmethoxy, C.sub.3 -C.sub.6 -cycloalkoxycarbonylmethoxy or C.sub.1 -C.sub.4 -haloalkoxycarbonylmethoxy substituent. EP-A 379 099 also relates to herbicidally active 3-chloro-2-�4-chloro-5-(C.sub.2 -C.sub.7 -alkoxy)phenyl!-tetrahydroindazoles and also 3-chloro-2-(4-chlorophenyl)- and 3-chloro-2-(4-chloro-2-fluorophenyl)-tetrahydroindazoles which carry on the phenyl ring in the 5-position relative to the indazole radical, inter alia, a certain alkoxycarbonylalkoxy or heterocyclylalkoxy group.
Finally, EP-A 049 508 discloses, as herbicides, N-phenyl-3,4,5,6-tetrahydrophthalimides which have attached to them an alkoxy radical on the phenyl ring in the 5-position relative to the tetrahydrophthalimide.
However, the efficacy of these known herbicides against the harmful plants is not always entirely satisfactory, in particular at low application rates.
It is an object of the present invention to provide novel herbicidally active compounds which are more suitable for a tailor-made control of undesirable plants than the prior art.
We have found that this object is achieved by the N-phenyltetrahydroindazoles of the formula I and by herbicides which comprise the compounds I and which have a very good herbicidal action, and by processes for the preparation of these compositions and methods of controlling undesirable vegetation using the compounds I.
The compounds I according to the invention are furthermore useful for defoliating and desiccating parts of plants, for example cotton, ton, potatoes, oilseed rape, sunflowers, soya beans or field beans, in particular cotton. In this context, plant desiccants and/or defoliants, processes for the preparation thereof and methods for desiccating and/or defoliating plants using the compounds I have been found.
The compounds of the formula I can contain one or more chiral centers, in which case they are in the form of enantiomer/diastereomer mixtures. The invention relates to the pure enantiomers or diastereomers and also to mixtures of these.
The N-phenyltetrahydroindazoles of the formula I can be in the form of their agriculturally utilizable salts, in which case, as a rule, the nature of the salt is not critical. In general, suitable salts are those of bases and acid addition salts which do not adversely affect the herbicidal action in comparison with the free compound I.
Particularly useful basic salts are those of alkali metals, preferably sodium and potassium salts, of alkaline earth metals, preferably calcium and magnesium salts, those of the transition metals, preferably zinc and iron salts, and ammonium salts, where, if desired, the ammonium ion can have attached to it one to three C.sub.1 -C.sub.4 -alkyl, hydroxy-C.sub.1 -C.sub.4 -alkyl substituents and/or one phenyl or benzyl substituent, preferably diisopropylammonium, tetramethylammonium, tetrabutylammonium, trimethylbenzylammonium and trimethyl(2-hydroxyethyl)ammonium salts, furthermore phosphonium salts, sulfonium salts, such as, preferably, tri-(C.sub.1 -C.sub.4 -alkyl)sulfonium salts, and sulfoxonium salts, such as, preferably, tri-(C.sub.1 -C.sub.4 -alkyl)sulfoxonium salts.
The most important acid addition salts to be mentioned are the hydrochlorides and hydrobromides, the sulfates, nitrates, phosphates, oxalates, and the dodecylbenzenesulfonates.
The organic moieties mentioned for the substituents R.sup.1 to R.sup.12 or as radicals on phenyl rings, heterocycles or Alk, and the meaning halogen, are collective terms for individual enumerations of the individual members of a group. All carbon chains, ie. all alkyl, haloalkyl, alkenyl, alkynyl, alkoxy, alkylthio, haloalkoxy, haloalkylthio, alkenyloxy, alkynyloxy, alkoxycarbonyl, alkylimino or alkoxyimino moieties, can be straight-chain or branched. Halogenated substituents preferably contain one to five identical or different halogen atoms.
For example,
halogen is fluorine, chlorine, bromine or iodine;
C.sub.1-4 -alkyl and the alkyl moiety of (C.sub.1-4 -alkyl)imino-C.sub.1-4 -alkyl are methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, 2-methylpropyl or 1,1-dimethylethyl;
C.sub.1-6 -alkyl is a radical as mentioned under C.sub.1-4 -alkyl, or is n-pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl or 1-ethyl-2-methylpropyl;
C.sub.1-4 -haloalkyl is a C.sub.1-4 -alkyl radical as mentioned above which is partially or fully substituted by fluorine, chlorine, bromine and/or iodine, eg. chloromethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 2-fluoroethyl, 2-chloroethyl, 2-bromoethyl, 2-iodoethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl, pentafluoroethyl, 2-fluoropropyl, 3-fluoropropyl, 2,2-difluoropropyl, 2,3-difluoropropyl, 2-chloropropyl, 3-chloropropyl, 2,3-dichloropropyl, 2-bromopropyl, 3-bromopropyl, 3,3,3-trifluoropropyl, 3,3,3-trichloropropyl, 2,2,3,3,3-pentafluoropropyl, heptafluoropropyl, 1-(fluoromethyl)-2-fluoroethyl, 1-(chloromethyl)-2-chloroethyl, 1-(bromomethyl)-2-bromoethyl, 4-fluorobutyl, 4-chlorobutyl, 4-bromobutyl or nonafluorobutyl;
C.sub.1-6 -haloalkyl is a C.sub.1-6 -alkyl radical as mentioned above which is partially or fully substituted by fluorine, chlorine, bromine and/or iodine, eg. one of the radicals mentioned under C.sub.1 -C.sub.4 -haloalkyl, or 5-fluoropentyl, 5-chloropentyl, 5-bromopentyl, 5-iodopentyl, undecafluoropentyl, 6-fluorohexyl, 6-chlorohexyl, 6-bromohexyl, 6-iodohexyl or dodecafluorohexyl;
C.sub.3-6 -cycloalkyl is cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl;
C.sub.2-4 -alkenyl is ethenyl, prop-1-en-1-yl, prop-2-en-1-yl, 1-methylethenyl, n-buten-1-yl, n-buten-2-yl, n-buten-3-yl, 1-methyl-prop-1-en-1-yl, 2-methyl-prop-1-en-1-yl, 1-methyl-prop-2-en-1-yl or 2-methyl-prop-2-en-1-yl;
C.sub.2-6 -alkenyl is a radical as mentioned under C.sub.2-4 -alkenyl, or is n-penten-1-yl, n-penten-2-yl, n-penten-3-yl, n-penten-4-yl, 1-methyl-but-1-en-1-yl, 2-methyl-but-1-en-1-yl, 3-methyl-but-1-en-1-yl, 1-methyl-but-2-en-1-yl, 2-methyl-but-2-en-1-yl, 3-methyl-but-2-en-1-yl, 1-methyl-but-3-en-1-yl, 2-methyl-but-3-en-1-yl, 3-methyl-but-3-en-1-yl, 1,1-dimethyl-prop-2-en-1-yl, 1,2-dimethyl-prop-1-en-1-yl, 1,2-dimethyl-prop-2-en-1-yl, 1-ethyl-prop-1-en-2-yl, 1-ethyl-prop-2-en-1-yl, n-hex-1-en-1-yl, n-hex-2-en-1-yl, n-hex-3-en-1-yl, n-hex-4-en-1-yl, n-hex-5-en-1-yl, 1-methyl-pent-1-en-1-yl, 2-methyl-pent-1-en-1-yl, 3-methyl-pent-1-en-1-yl, 4-methyl-pent-1-en-1-yl, 1-methyl-pent-2-en-1-yl, 2-methyl-pent-2-en-1-yl, 3-methyl-pent-2-en-1-yl, 4-methyl-pent-2-en-1-yl, 1-methyl-pent-3-en-1-yl, 2-methyl-pent-3-en-1-yl, 3-methyl-pent-3-en-1-yl, 4-methyl-pent-3-en-1-yl, 1-methyl-pent-4-en-1-yl, 2-methyl-pent-4-en-1-yl, 3-methyl-pent-4-en-1-yl, 4-methyl-pent-4-en-1-yl, 1,1-dimethyl-but-2-en-1-yl, 1,1-dimethyl-but-3-en-1-yl, 1,2-dimethyl-but-1-en-1-yl, 1,2-dimethyl-but-2-en-1-yl, 1,2-dimethyl-but-3-en-1-yl, 1,3-dimethyl-but-1-en-1-yl, 1,3-dimethyl-but-2-en-1-yl, 1,3-dimethyl-but-3-en-1-yl, 2,2-dimethyl-but-3-en-1-yl, 2,3-dimethyl-but-1-en-1-yl, 2,3-dimethyl-but-2-en-1-yl, 2,3-dimethyl-but-3-en-1-yl, 3,3-dimethyl-but-1-en-1-yl, 3,3-dimethyl-but-2-en-1-yl, 1-ethyl-but-1-en-1-yl, 1-ethyl-but-2-en-1-yl, 1-ethyl-but-3-en-1-yl, 2-ethyl-but-1-en-1-yl, 2-ethyl-but-2-en-1-yl, 2-ethyl-but-3-en-1-yl, 1,1,2-trimethyl-prop-2-en-1-yl, 1-ethyl-1-methyl-prop-2-en-1-yl, 1-ethyl-2-methyl-prop-1-en-1-yl or 1-ethyl-2-methyl-prop-2-en-1-yl;
C.sub.2-4 -alkynyl is ethynyl, prop-1-yn-1-yl, prop-2-yn-1-yl, but-1-yn-1-yl, but-1-yn-3-yl, but-1-yn-4-yl or but-2-yn-1-yl;
C.sub.2-6 -alkynyl is a radical as mentioned under C.sub.2-4 -alkynyl, or is n-pent-1-yn-1-yl, n-pent-1-yn-3-yl, n-pent-1-yn-4-yl, n-pent-1-yn-5-yl, n-pent-2-yn-1-yl, n-pent-2-yn-4-yl, n-pent-2-yn-5-yl, 3-methyl-but-1-yn-3-yl, 3-methyl-but-1-yn-4-yl, n-hex-1-yn-1-yl, n-hex-1-yn-3-yl, n-hex-1-yn-4-yl, n-hex-1-yn-5-yl, n-hex-1-yn-6-yl, n-hex-2-yn-1-yl, n-hex-2-yn-4-yl, n-hex-2-yn-5-yl, n-hex-2-yn-6-yl, n-hex-3-yn-1-yl, n-hex-3-yn-2-yl, 3-methyl-pent-1-yn-1-yl, 3-methyl-pent-1-yn-3-yl, 3-methyl-pent-1-yn-4-yl, 3-methyl-pent-1-yn-5-yl, 4-methyl-pent-1-yn-1-yl, 4-methyl-pent-2-yn-4-yl or 4-methyl-pent-2-yn-5-yl;
C.sub.1-4 -alkoxy and the alkoxy moieties of (C.sub.1-4 -alkoxy)imino-C.sub.1-4 -alkyl and C.sub.1-4 -alkoxy-(C.sub.1-4 -alkoxy)carbonyl are methoxy, ethoxy, n-propoxy, 1-methylethoxy, n-butoxy, 1-methyl-propoxy, 2-methylpropoxy or 1,1-dimethylethoxy;
C.sub.1-6 -alkoxy is a radical as mentioned under C.sub.1-4 -alkoxy, or is n-pentoxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, n-hexoxy, 1-methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethylbutoxy, 2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy, 1,1,2-trimethylpropoxy, 1,2,2-trimethylpropoxy, 1-ethyl-1-methylpropoxy or 1-ethyl-2-methylpropoxy;
C.sub.1-4 -haloalkoxy is C.sub.1-4 -alkoxy as mentioned above which is partially or fully substituted by fluorine, chlorine, bromine and/or iodine, eg. difluoromethoxy, trifluoromethoxy, chlorodifluoromethoxy, bromodifluoromethoxy, 2-fluoroethoxy, 2-chloroethoxy, 2-bromoethoxy, 2-iodoethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy, 2,2,2-trichloroethoxy, pentafluoroethoxy, 2-fluoropropoxy, 3-fluoropropoxy, 2-chloropropoxy, 3-chloropropoxy, 2-bromopropoxy, 3-bromopropoxy, 2,2-difluoropropoxy, 2,3-difluoropropoxy, 2,3-dichloropropoxy, 3,3,3-trifluoropropoxy, 3,3,3-trichloropropoxy, 2,2,3,3,3-pentafluoropropoxy, heptafluoropropoxy, 1-(fluoromethyl)-2-fluoroethoxy, 1-(chloromethyl)-2-chloroethoxy, 1-(bromomethyl)-2-bromoethoxy, 4-fluorobutoxy, 4-chlorobutoxy, 4-bromobutoxy or nonafluorobutoxy;
C.sub.1-6 -haloalkoxy is C.sub.1-6 -alkoxy as mentioned above which is partially or fully substituted by fluorine, chlorine, bromine and/or iodine, eg. one of the radicals mentioned under C.sub.1-4 -haloalkoxy, or 5-fluoropentoxy, 5-chloropentoxy, 5-bromopentoxy, 5-iodopentoxy, undecafluoropentoxy, 6-fluorohexoxy, 6-chlorohexoxy, 6-bromohexoxy or dodecafluorohexoxy;
C.sub.3-6 -cycloalkoxy is cyclopropoxy, cyclobutoxy, cyclopentoxy or cyclohexoxy;
C.sub.3 - or C.sub.4 -alkenyloxy is prop-2-enyloxy, n-but-2-enyloxy, n-but-3-enyloxy, 1-methyl-prop-2-enyloxy or 2-methyl-prop-2-enyloxy;
C.sub.3 - or C.sub.4 -alkynyloxy is prop-2-ynoxy, 1-methyl-2-propynoxy, but-2-ynoxy or but-3-ynoxy;
C.sub.1-4 -alkylthio is methylthio, ethylthio, n-propylthio, 1-methylethylthio, n-butylthio, 1-methylpropylthio, 2-methylpropylthio or 1,1-dimethylethylthio;
C.sub.1-6 -alkylthio is C.sub.1-4 -alkylthio as mentioned above, or is n-pentylthio, 1-methylbutylthio, 2-methylbutylthio, 3-methylbutylthio, 2,2-di-methylpropylthio, 1-ethylpropylthio, n-hexylthio, 1,1-dimethylpropylthio, 1,2-dimethylpropylthio, 1-methylpentylthio, 2-methylpentylthio, 3-methylpentylthio, 4-methylpentylthio, 1,1-dimethylbutylthio, 1,2-dimethylbutylthio, 1,3-dimethylbutylthio, 2,2-dimethylbutylthio, 2,3-dimethylbutylthio, 3,3-dimethylbutylthio, 1-ethylbutylthio, 2-ethylbutylthio, 1,1,2-trimethylpropylthio, 1,2,2-trimethylpropylthio, 1-ethyl-1-methylpropylthio and 1-ethyl-2-methylpropylthio;
C.sub.1-4 -haloalkylthio is C.sub.1-4 -alkylthio as mentioned above which is partially or fully substituted by fluorine, chlorine, bromine and/or iodine, eg. difluoromethylthio, trifluoromethylthio, chlorodifluoromethylthio, bromodifluoromethylthio, 2-fluoroethylthio, 2-chloroethylthio, 2-bromoethylthio, 2-iodoethylthio, 2,2-difluoroethylthio, 2,2,2-trifluoroethylthio, 2,2,2-trichloroethylthio, 2-chloro-2-fluoroethylthio, 2-chloro-2,2-difluoroethylthio, 2,2-dichloro-2-fluoroethylthio, pentafluoroethylthio, 2-fluoropropylthio, 3-fluoropropylthio, 2-chloropropylthio, 3-chloropropylthio, 2-bromopropylthio, 3-bromopropylthio, 2,2-difluoropropylthio, 2,3-difluoropropylthio, 2,3-dichloropropylthio, 3,3,3-trifluoropropylthio, 3,3,3-trichloropropylthio, 2,2,3,3,3-pentafluoropropylthio, heptafluoropropylthio, 1-(fluoromethyl)-2-fluoroethylthio, 1-(chloromethyl)-2-chloroethylthio, 1-(bromomethyl)-2-bromoethylthio, 4-fluorobutylthio, 4-chlorobutylthio or 4-bromobutylthio;
C.sub.1-6 -haloalkylthio is a C.sub.1-6 -alkylthio radical as mentioned above which is partially or fully substituted by fluorine, chlorine, bromine and/or iodine, eg. one of the radicals mentioned under C.sub.1-4 -haloalkylthio or 5-fluoropentylthio, 5-chloropentylthio, 5-bromopentoxy, 5-iodopentoxy, undecafluoropentoxy, 6-fluorohexylthio or 6-chlorohexylthio;
(C.sub.1-4 -alkoxy)carbonyl and the alkoxycarbonyl moiety of (C.sub.1-4 -alkoxy)carbonyl-(C.sub.1-4 -alkoxy)carbonyl are methoxycarbonyl, ethoxycarbonyl, n-propoxycarbonyl, 1-methylethoxycarbonyl, n-butoxycarbonyl, 1-methylpropoxycarbonyl, 2-methylpropoxycarbonyl or 1,1-dimethylethoxycarbonyl;
imino-C.sub.1-4 -alkyl is iminomethyl, 1-iminoethyl, 2-iminoethyl, 1-iminoprop-1-yl, 2-iminoprop-1-yl, 3-iminoprop-1-yl, 1-iminobut-1-yl, 2-iminobut-1-yl, 3-iminobut-1-yl, 4-iminobut-1-yl, 1-iminobut-2-yl, 3-iminobut-2-yl, 4-iminobut-2-yl, 1-(iminomethyl)-eth-1-yl, 1-(iminomethyl)-1-(methyl)-eth-1-yl or 1-(iminomethyl)-prop-1-yl;
N-hydroxyimino-C.sub.1-4 -alkyl is N-hydroxyiminomethyl, 1-N-hydroxyiminoethyl, 2-(N-hydroxyimino)ethyl, 1-(N-hydroxyimino)-prop-1-yl, 2-(N-hydroxyimino)prop-1-yl, 3-(N-hydroxyimino)-prop-1-yl, 1-(N-hydroxyimino)but-1-yl, 2-(N-hydroxyimino)-but-1-yl, 3-(N-hydroxyimino)but-1-yl, 4-(N-hydroxyimino)-but-1-yl, 1-(N-hydroxyimino)but-2-yl, 3-(N-hydroxyimino)-but-2-yl, 4-(N-hydroxyimino)-but-2-yl, 1-(N-hydroxyiminomethyl)eth-1-yl, 1-(N-hydroxyiminomethyl)-1-(methyl)-eth-1-yl or 1-(N-hydroxyiminomethyl)-prop-1-yl.
Heteroaryl is preferably to be understood as meaning a 5- or 6-membered aromatic heterocycle which, if desired, can have fused to it a benzene ring. Particularly preferred heteroaromatics are 2-furyl, 3-furyl, 2-thienyl, 3-thienyl, 2-pyrrolyl, 3-pyrrolyl, 3-isoxazolyl, 4-isoxazolyl, 5-isoxazolyl, 3-isothiazolyl, 4-isothiazolyl, 5-isothiazolyl, 3-pyrazolyl, 4-pyrazolyl, 5-pyrazolyl, 2-oxazolyl, 4-oxazolyl, 5-oxazolyl, 2-thiazolyl, 4-thiazolyl, 5-thiazolyl, 2-imidazolyl, 4-imidazolyl, 1,2,4-oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl, 1,2,4-thiadiazol-3-yl, 1,2,4-thiadiazol-5-yl, 1,2,4-triazol-3-yl, 1,3,4-oxadiazol-2-yl, 1,3,4-thiadiazol-2-yl, 1,3,4-triazol-2-yl, 1,2,3,4-tetrazol-5-yl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 3-pyridazinyl, 4-pyridazinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 2-pyrazinyl, 1,3,5-triazin-2-yl or 1,2,4-triazin-3-yl.
In connection with the use of the compounds of the formula I according to the invention as herbicides and/or for desiccating/defoliating plants, the variables preferably have the following meanings, either on their own or in combination:
R.sup.1 is hydrogen, methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1-methylpropyl, 2-methylpropyl or 1,1-dimethylethyl, in particular hydrogen or methyl;
R.sup.2 is a substituent from amongst the group 2.01-2.30 (Table 1):
______________________________________No. R.sup.2 No. R.sup.2 No. R.sup.2______________________________________2.01 F 2.11 sec-C.sub.4 H.sub.9 2.21 CH.sub.2 CH.sub.2 F2.02 Cl 2.12 t-C.sub.4 H.sub.9 2.22 CH.sub.2 CHF.sub.22.03 Br 2.13 CH.sub.2 F 2.23 CH.sub.2 CF.sub.32.04 I 2.14 CHF.sub.2 2.24 CHFCH.sub.32.05 CH.sub.3 2.15 CF.sub.3 2.25 CF.sub.2 CH.sub.32.06 C.sub.2 H.sub.5 2.16 CH.sub.2 Cl 2.26 CF.sub.2 CF.sub.32.07 n-C.sub.3 H.sub.7 2.17 CHCl.sub.2 2.27 CH.sub.2 CH.sub.2 Cl2.08 i-C.sub.3 H.sub.7 2.18 CCl.sub.3 2.28 CH(Cl)CH.sub.32.09 n-C.sub.4 H.sub.9 2.19 CH.sub.2 Br 2.29 CH.sub.2 CH.sub.2 Br2.10 i-C.sub.4 H.sub.9 2.20 CHBr.sub.2 2.30 CH(Br)CH.sub.3______________________________________
in particular 2.01-2.05 or 2.15;
R.sup.3 is hydrogen, fluorine, chlorine, bromine or iodine, in particular hydrogen, fluorine or chlorine;
R.sup.4 is a substituent from amongst the group 4.01-4.31 (Table 2):
______________________________________No. R.sup.4 No. R.sup.4 No. R.sup.4______________________________________4.01 F 4.11 sec-C.sub.4 H.sub.9 4.21 CH.sub.2 CH.sub.2 F4.02 Cl 4.12 t-C.sub.4 H.sub.9 4.22 CH.sub.2 CHF.sub.24.03 Br 4.13 CH.sub.2 F 4.23 CH.sub.2 CF.sub.34.04 I 4.14 CHF.sub.2 4.24 CHFCH.sub.34.05 CH.sub.3 4.15 CF.sub.3 4.25 CF.sub.2 CH.sub.34.06 C.sub.2 H.sub.5 4.16 CH.sub.2 Cl 4.26 CF.sub.2 CF.sub.34.07 n-C.sub.3 H.sub.7 4.17 CHCl.sub.2 4.27 CH.sub.2 CH.sub.2 Cl4.08 i-C.sub.3 H.sub.7 4.18 CCl.sub.3 4.28 CH(Cl)CH.sub.34.09 n-C.sub.4 H.sub.9 4.19 CH.sub.2 Br 4.29 CH.sub.2 CH.sub.2 Br4.10 i-C.sub.4 H.sub.9 4.20 CHBr.sub.2 4.30 CH(Br)CH.sub.3 4.31 NO.sub.2______________________________________
in particular 4.01-4.04;
Alk is a methylene, ethylene, propylene, butylene or pentamethylene chain, where
one chain member can be spiro-linked to one of the following chains: --CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.sub.2 CH(CH.sub.3)CH.sub.2 --, --CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 -- or --CH(CH.sub.3)CH.sub.2 CH.sub.2 --;
2 ring members can be bridged via one of the following alkylenes: methylene, --CH.sub.2 CH.sub.2 --, --CH(CH.sub.3)--, --CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.sub.2 CH(CH.sub.3)CH.sub.2 --, --CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 -- or --CH(CH.sub.3)CH.sub.2 CH.sub.2 --;
and, if desired, any methylene unit which can be substituted can carry one or two substituents which, independently of one another, are selected from Table 3:
TABLE 3______________________________________No. R.sup.8 and/or R.sup.9______________________________________8/9.01 H8/9.02 F8/9.03 Cl8/9.04 Br8/9.05 I8/9.06 cyclopropyl8/9.07 cyclobutyl8/9.08 cyclopentyl8/9.09 cyclohexyl8/9.10 CH.sub.38/9.11 C.sub.2 H.sub.58/9.12 n-C.sub.3 H.sub.78/9.13 i-C.sub.3 H.sub.78/9.14 n-C.sub.4 H.sub.98/9.15 i-C.sub.4 H.sub.98/9.16 s-C.sub.4 H.sub.98/9.17 tert-C.sub.4 H.sub.98/9.18 CH.sub.2 F8/9.19 CHF.sub.28/9.20 CF.sub.38/9.21 CH.sub.2 Cl8/9.22 CHCl.sub.28/9.23 CCl.sub.38/9.24 CH.sub.2 Br8/9.25 CHBr.sub.28/9.26 CHF.sub.2 Cl8/9.27 CBrF.sub.28/9.28 CH.sub.2 CHF.sub.28/9.29 CH.sub.2 CF.sub.38/9.30 CHFCH.sub.38/9.31 CF.sub.2 CH.sub.38/9.32 CF.sub.2 CF.sub.38/9.33 CH.sub.2 CH.sub.2 Cl8/9.34 CH(Cl)CH.sub.38/9.35 CH.sub.2 CH.sub.2 Br8/9.36 CH(Br)CH.sub.38/9.37 CH(Cl)CH.sub.2 Cl8/9.38 CH.sub.2 CH.sub.2 CH.sub.2 F8/9.39 CH.sub.2 CH.sub.2 CH.sub.2 Cl8/9.40 CH.sub.2 CH.sub.2 CH.sub.2 Br8/9.41 OCH.sub.38/9.42 OC.sub.2 H.sub.58/9.43 OCH(CH.sub.3).sub.28/9.44 OCH.sub.2 CH.sub.2 CH.sub.38/9.45 OC(CH.sub.3).sub.38/9.46 O-n-C.sub.4 H.sub.98/9.47 O-CH.sub.2 CH(CH.sub.3).sub.28/9.48 OCH(CH.sub.3)C.sub.2 H.sub.58/9.49 O-n-C.sub.5 H.sub.118/9.50 O-n-C.sub.6 H.sub.138/9.51 OCH.sub.2 F8/9.52 OCHF.sub.28/9.53 OCF.sub.38/9.55 OCH.sub.2 Cl8/9.56 OClCF.sub.28/9.57 OCH.sub.2 CH.sub.2 F8/9.58 OCH.sub.2 CHF.sub.28/9.59 OCH.sub.2 CF.sub.38/9.60 OCHFCH.sub.38/9.61 OCF.sub.2 CH.sub.38/9.62 OCF.sub.2 CF.sub.38/9.63 OCH.sub.2 CH.sub.2 Cl8/9.64 OCH(Cl)CH.sub.38/9.65 OCH.sub.2 CH.sub.2 Br8/9.66 OCH(Br)CH.sub.38/9.67 OCH(Cl)CH.sub.2 Cl8/9.68 OCH.sub.2 CH.sub.2 CH.sub.2 F8/9.69 OCH.sub.2 CH.sub.2 CH.sub.2 Cl8/9.70 OCH.sub.2 CH.sub.2 CH.sub.2 Br8/9.71 SCH.sub.38/9.72 SC.sub.2 H.sub.58/9.73 SCH(CH.sub.3).sub.28/9.74 SCH.sub.2 CH.sub.2 CH.sub.38/9.75 SC(CH.sub.3).sub.38/9.76 S-n-C.sub.4 H.sub.98/9.77 SCF.sub.38/9.78 CH.sub.2 -cyclopropyl8/9.79 CH.sub.2 -cyclobutyl8/9.80 CH.sub.2 -cyclopentyl8/9.81 CH.sub.2 -cyclohexyl8/9.82 CH.sub.2 CH.sub.2 -cyclopropyl8/9.83 CH.sub.2 --OCH.sub.38/9.84 CH.sub.2 CH.sub.2 --OCH.sub.3819.85 CH.sub.2 --OC.sub.2 H.sub.58/9.86 CH.sub.2 CH.sub.2 --OC.sub.2 H.sub.58/9.87 CH.sub.2 CH.sub.2 CH.sub.2 --OCH.sub.38/9.88 CH.sub.2 --OCF.sub.38/9.89 CH.sub.2 CH.sub.2 --OCF.sub.38/9.90 CH.sub.2 CH.sub.2 --OCHF.sub.28/9.91 CH.sub.2 --OCHF.sub.28/9.92 CH.sub.2 --OCH.sub.2 CF.sub.38/9.93 CH.sub.2 CH.sub.2 --OCH.sub.2 CF.sub.38/9.94 CH.sub.2 CH.sub.2 --OCF.sub.2 Cl8/9.95 CH.sub.2 --OCF.sub.2 Cl8/9.96 CH.sub.2 --OCH.sub.2 CH.sub.2 Cl8/9.97 CH.sub.2 CH.sub.2 --OCH.sub.2 CH.sub.2 Cl8/9.98 CH.sub.2 --OCH.sub.2 CH.sub.2 F8/9.99 CH.sub.2 CH.sub.2 --OCH.sub.2 CH.sub.2 F8/9.100 CH.sub.2 --SCH.sub.38/9.101 CH.sub.2 --SC.sub.2 H.sub.58/9.102 CH.sub.2 CH.sub.2 --SCH.sub.38/9.103 CH.sub.2 CH.sub.2 --SC.sub.2 H.sub.58/9.104 CH.sub.2 --SCF.sub.38/9.105 CH.sub.2 --SCF.sub.2 H8/9.106 CH.sub.2 --SCF.sub.2 Cl8/9.107 CH.sub.2 --SCH.sub.2 CF.sub.38/9.108 CH.sub.2 --SCH.sub.2 CH.sub.2 F8/9.109 CH.sub.2 --SCH.sub.2 CH.sub.2 Cl8/9.110 CH.sub.2 CH.sub.2 --SCF.sub.38/9.111 CH.sub.2 CH.sub.2 --SCHF.sub.28/9.112 CH.sub.2 CH.sub.2 --SCF.sub.2 Cl8/9.113 CH.sub.2 CH.sub.2 --SCH.sub.2 CF.sub.38/9.114 CH.sub.2 CH.sub.2 --SCH.sub.2 CH.sub.2 F8/9.115 CH.sub.2 CH.sub.2 --SCH.sub.2 CH.sub.2 Cl8/9.116 CH.sub.2 --COCH.sub.38/9.117 CH.sub.2 CH.sub.2 --COCH.sub.38/9.118 CH.sub.2 CH.sub.2 --COC.sub.2 H.sub.58/9.119 CH(COCH.sub.3)CH.sub.38/9.120 CH.sub.2 CHO8/9.121 CH.sub.2 CH.sub.2 CHO8/9.122 CH.sub.2 --COCF.sub.38/9.123 CH.sub.2 --COCH.sub.2 Cl8/9.124 CH.sub.2 --COCH.sub.2 Br8/9.125 CH.sub.2 CH.sub.2 --COCF.sub.38/9.126 CH.sub.2 CH.sub.2 --COCH.sub.2 Cl8/9.127 CH.sub.2 CH.sub.2 --COCH.sub.2 Br8/9.128 CH.sub.2 --CO-cyclopropyl8/9.129 CH.sub.2 CH.sub.2 --CO-cyclopropyl8/9.130 CH.sub.2 --CO--OCH.sub.38/9.131 CH.sub.2 --CO--OC.sub.2 H.sub.58/9.132 CH.sub.2 --CO--OCH(CH.sub.3).sub.28/9.133 CH.sub.2 --CO--OC(CH.sub.3).sub.38/9.134 CH.sub.2 CH.sub.2 --CO--OCH.sub.38/9.135 CH.sub.2 CH.sub.2 --CO--OC.sub.2 H.sub.58/9.136 CH.sub.2 CH.sub.2 --CO--OCH(CH.sub.3).sub.28/9.137 CH.sub.2 CH.sub.2 --CO--OC(CH.sub.3).sub.38/9.138 CH(CO--OCH.sub.3)--CH.sub.38/9.139 CH(CO--OC.sub.2 H.sub.5)--CH.sub.38/9.140 CH(CO--OCH(CH.sub.3).sub.2)--CH.sub.38/9.141 CH(CO--OC(CH.sub.3).sub.3)--CH.sub.38/9.142 CH.sub.2 --CO--OCH.sub.2 CH.sub.2 Cl8/9.143 CH.sub.2 --CO--OCH.sub.2 CH.sub.2 F8/9.144 CH.sub.2 --CO--O-cyclopropyl8/9.145 CH.sub.2 --CO--SCH.sub.38/9.146 CH.sub.2 --CO--SC.sub.2 H.sub.58/9.147 CH.sub.2 --CO--SCF.sub.38/9.148 CH.sub.2 CH.sub.2 --CO--OCH.sub.2 CH.sub.2 Cl8/9.149 CH.sub.2 CH.sub.2 --CO--OCH.sub.2 CH.sub.2 F8/9.150 CH.sub.2 CH.sub.2 --CO--O-cyclo- propyl8/9.151 CH.sub.2 CH.sub.2 --CO--SCH.sub.38/9.152 CH.sub.2 CH.sub.2 --CO--SC.sub.2 H.sub.58/9.153 CH.sub.2 CH.sub.2 --CO--SCF.sub.38/9.154 CH.sub.2 --COC.sub.6 H.sub.58/9.155 CH.sub.2 --COCH.sub.2 C.sub.6 H.sub.58/9.156 CH.sub.2 --CO--OC.sub.6 H.sub.58/9.157 CH.sub.2 --CO--OCH.sub.2 C.sub.6 H.sub.58/9.158 CH.sub.2 --CONH.sub.28/9.159 CH.sub.2 --CONH--CH.sub.38/9.160 CH.sub.2 --CONH--C.sub.2 H.sub.58/9.161 CH.sub.2 --CON(CH.sub.3).sub.28/9.162 CH.sub.2 --CON(C.sub.2 H.sub.5).sub.28/9.163 CH.sub.2 --COOH8/9.164 CH.sub.2 CH.sub.2 --COC.sub.6 H.sub.58/9.165 CH.sub.2 CH.sub.2 --COCH.sub.2 C.sub.6 H.sub.58/9.166 CH.sub.2 CH.sub.2 --COOC.sub.6 H.sub.58/9.167 CH.sub.2 CH.sub.2 --CO--OCH.sub.2 C.sub.6 H.sub.58/9.168 CH.sub.2 CH.sub.2 --CONH.sub.28/9.169 CH.sub.2 CH.sub.2 --CONH--CH.sub.38/9.170 CH.sub.2 CH.sub.2 --CONH--C.sub.2 H.sub.58/9.171 CH.sub.2 CH.sub.2 --CON(CH.sub.3).sub.28/9.172 CH.sub.2 CH.sub.2 --CON(C.sub.2 H.sub.5).sub.28/9.173 CH.sub.2 CH.sub.2 --COOH8/9.174 CH.sub.2 CH.dbd.N--CH.sub.38/9.175 CH.sub.3 C(CH.sub.3).dbd.N--CH.sub.38/9.176 CH.sub.2 CH.dbd.N--OCH.sub.38/9.177 CH.sub.2 CH.dbd.N--OC.sub.2 H.sub.58/9.178 CH.sub.2 C(CH.sub.3).dbd.N--OCH.sub.38/9.179 CH.sub.2 C(CH.sub.3).dbd.N--OC.sub.2 H.sub.58/9.180 CH.sub.2 CH.sub.2 CH.dbd.N--CH.sub.38/9.181 CH.sub.2 CH.sub.2 C(CH.sub.3).dbd.N--CH.sub.38/9.182 CH.sub.2 CH.sub.2 CH.dbd.N--OCH.sub.38/9.183 CH.sub.2 CH.sub.2 CH.dbd.N--OC.sub.2 H.sub.58/9.184 CH.sub.2 C(CH.sub.3).dbd.N--OCH.sub.38/9.185 CH.sub.2 C(CH.sub.3).dbd.N--OC.sub.2 H.sub.58/9.186 CH.sub.2 -phenyl8/9.187 CH.sub.2 -furanyl8/9.188 CH.sub.2 -pyrolyl8/9.189 CH.sub.2 -thienyl8/9.190 CH.sub.2 -thiazolyl8/9.191 CH.sub.2 -oxazolyl8/9.192 CH.sub.2 -thiadiazolyl8/9.193 CH.sub.2 -pyrazolyl8/9.194 CH.sub.2 -triazolyl8/9.195 CH.sub.2 -(methyl- imidazolyl)8/9.196 CH.sub.2 -(methylpyrazolyl)8/9.197 CH.sub.2 -methyltriazolyl)8/9.198 CH.sub.2 -(4-Cl--C.sub.6 H.sub.4)8/9.199 CH.sub.2 -(2,4-Cl.sub.2 --C.sub.6 H.sub.3)8/9.200 CH.sub.2 -(4-NO.sub.2 --C.sub.6 H.sub.4)8/9.201 CH.sub.2 -(4-CN--C.sub.6 H.sub.4)8/9.202 CH.sub.2 CH.sub.2 --C.sub.6 H.sub.58/9.203 CH.sub.2 CH.sub.2 -(4-Cl--C.sub.6 H.sub.5)8/9.204 CH(Cl)-cyclopropyl8/9.205 CH(Cl)CH.sub.2 --OCH.sub.38/9.206 CH(Cl)CH.sub.2 CH.sub.2 OCH.sub.38/9.207 CH(Br)CH.sub.2 OCH.sub.38/9.208 CH(Cl)COCH.sub.38/9.209 CH(Br)COCH.sub.38/9.210 CH(Br)COCH.sub.2 Br8/9.211 CH(Cl)CO.sub.2 CH.sub.38/9.212 CH(Br)CO--OC.sub.2 H.sub.58/9.213 CH(Cl)C.sub.6 H.sub.58/9.214 OCH.sub.2 -cyclopropyl8/9.215 OCH.sub.2 CH.sub.2 OCH.sub.38/9.216 OCH.sub.2 CH.sub.2 OC.sub.2 H.sub.58/9.217 OCH.sub.2 CH.sub.2 OCHF.sub.28/9.218 OCH.sub.2 CH.sub.2 OCF.sub.38/9.219 OCH.sub.2 CH.sub.2 SCH.sub.38/9.220 OCH.sub.2 CO.sub.2 CH.sub.38/9.221 OCH(CH.sub.3)CO--OCH.sub.38/9.222 OCH.sub.2 CO--OC.sub.2 H.sub.58/9.223 OCH(CH.sub.3)CO--OC.sub.2 H.sub.58/9.224 OCH.sub.2 CONH.sub.28/9.225 OCH.sub.2 CH.sub.2 CO--OCH.sub.38/9.226 OCH.sub.2 CH.sub.2 CO--OC.sub.2 H.sub.58/9.227 OCH.sub.2 CH.dbd.NOCH.sub.38/9.228 OCH.sub.2 CH.dbd.NOC.sub.2 H.sub.58/9.229 OCH.sub.2 C.sub.6 H.sub.58/9.230 SCH.sub.2 -cyclopropyl8/9.231 SCH.sub.2 CH.sub.2 --OCH.sub.38/9.232 SCH.sub.2 CH.sub.2 --OC.sub.2 H.sub.58/9.233 SCH.sub.2 CH.sub.2 --SCH.sub.38/9.234 SCH.sub.2 --CO--OCH.sub.38/9.235 SCH(CH.sub.3)--CO--OCH.sub.38/9.236 SCH.sub.2 --CO--OC.sub.2 H.sub.58/9.237 SCH.sub.2 --C.sub.6 H.sub.58/9.238 CH.dbd.CH.sub.28/9.239 CH.dbd.CH--CH.sub.38/9.240 CH.sub.2 --CH.dbd.CH.sub.28/9.241 C(CH.sub.3).dbd.CH.sub.28/9.242 CH.sub.2 CH.sub.2 --CH.dbd.CH.sub.28/9.243 CH(CH.sub.3)--CH.dbd.CH.sub.28/9.244 C.tbd.CH8/9.245 C.tbd.C--CH.sub.38/9.246 CH(CH.sub.3)--C.tbd.CH8/9.247 CH.sub.2 --C.tbd.C--CH.sub.38/9.248 C.sub.6 H.sub.58/9.249 2-Cl--C.sub.6 H.sub.48/9.250 3-Cl--C.sub.6 H.sub.48/9.251 4-Cl--C.sub.6 H.sub.48/9.252 2-Br--C.sub.6 H.sub.48/9.253 3-Br--C.sub.6 H.sub.48/9.254 4-Br--C.sub.6 H.sub.48/9.255 2-F--C.sub.6 H.sub.48/9.256 3-F--C.sub.6 H.sub.48/9.257 4-F--C.sub.6 H.sub.48/9.258 2,4-Cl.sub.2 --C.sub.6 H.sub.38/9.259 2,6-Cl.sub.2 --C.sub.6 H.sub.38/9.260 3,4-Cl.sub.2 --C.sub.6 H.sub.38/9.261 3,5-Cl.sub.2 --C.sub.6 H.sub.38/9.262 4-CN--C.sub.6 H.sub.48/9.263 4-NO.sub.2 --C.sub.6 H.sub.48/9.264 4-CH.sub.3 --C.sub.6 H.sub.48/9.265 4-CF.sub.3 --C.sub.6 H.sub.48/9.266 3-CF.sub.3 --C.sub.6 H.sub.48/9.267 4-OCF.sub.3 --C.sub.6 H.sub.48/9.268 CHO8/9.269 COCH.sub.38/9.270 COC.sub.2 H.sub.58/9.271 COCF.sub.38/9.272 COCH.sub.2 Cl8/9.273 COCH.sub.2 Br8/9.274 CO-cyclopropyl8/9.275 CO--OCH.sub.38/9.276 CO--OC.sub.2 H.sub.58/9.277 CO--OCH(CH.sub.3).sub.28/9.278 CO--OC.sub.4 H.sub.98/9.279 CO--OCH.sub.2 CH.sub.2 Cl8/9.280 CO--OCH.sub.2 CH.sub.2 Br8/9.281 CO--OCH.sub.2 CH.sub.2 F8/9.282 CO--OCH.sub.2 CF.sub.38/9.283 CO--O-cyclopropyl8/9.284 CO--SCH.sub.38/9.285 CO--SC.sub.2 H.sub.58/9.286 CO--C.sub.6 H.sub.58/9.287 CO--OC.sub.6 H.sub.58/9.288 CO--CH.sub.2 C.sub.6 H.sub.58/9.289 CO--OCH.sub.2 C.sub.6 H.sub.58/9.290 CONH.sub.28/9.291 CONH--CH.sub.38/9.292 CON(CH.sub.3).sub.28/9.293 CONH--C.sub.2 H.sub.58/9.294 CON(C.sub.2 H.sub.5).sub.28/9.295 CONH-n-C.sub.3 H.sub.78/9.296 CONH--CH(CH.sub.3).sub.28/9.297 CONH-n-C.sub.4 H.sub.98/9.298 CONH--CH.sub.2 CH.dbd.CH.sub.28/9.299 CONH--CH.sub.2 C.tbd.CH8/9.300 CO--(piperidin-1-yl)8/9.301 CO--(pyrrolidin-1-yl)8/9.302 CH.dbd.N--CH.sub.38/9.303 C(CH.sub.3).dbd.N--CH.sub.38/9.304 CH.dbd.N--C.sub.2 H.sub.58/9.304 CH.sub.2 CH.dbd.N--OCH.sub.38/9.306 CH.dbd.N--OC.sub.2 H.sub.58/9.307 CH.sub.2 CH.dbd.N--OCH.sub.38/9.308 C(CH.sub.3).dbd.N--OCH.sub.38/9.309 C(CH.sub.3).dbd.N--OC.sub.2 H.sub.58/9.310 CO--OCH.sub.2 CH.sub.2 --OCH.sub.38/9.311 CO--OCH.sub.2 CH.sub.2 --OC.sub.2 H.sub.58/9.312 CO--OCH.sub.2 --CO--OCH.sub.38/9.313 CO--OCH.sub.2 --CO--OC.sub.2 H.sub.58/9.314 CO--OCH(CH.sub.3)--CO--OCH.sub.38/9.315 CO--OCH.sub.2 CH.sub.2 --CO--OCH.sub.3______________________________________
R.sup.7 is a substituent from amongst the group 7.01-7.119 (Table 4):
TABLE 4______________________________________No. R.sup.7______________________________________7.01 F7.02 Cl7.03 Br7.04 I7.05 CN7.06 SCN7.07 SCF.sub.37.08 SCH.sub.2 F7.09 SCHF.sub.27.10 SCH.sub.2 CH.sub.2 F7.11 SCH.sub.2 CHF.sub.27.12 SCH.sub.2 CF.sub.37.13 SCHFCH.sub.37.14 SCF.sub.2 CH.sub.37.15 SCF.sub.2 CF.sub.37.16 SCHFCH.sub.2 CH.sub.37.17 SCH.sub.2 CH.sub.2 CH.sub.2 F7.18 SCH.sub.2 CH.sub.2 CF.sub.37.19 SCH.sub.2 CH.sub.2 Cl7.20 SCH.sub.2 CH.sub.2 CH.sub.2 Cl7.21 S-cyclopropyl7.22 s-cyclobutyl7.23 S-cyclopentyl7.24 S-cyclohexyl7.25 SOCH.sub.37.26 SOC.sub.2 H.sub.57.27 SOCH(CH.sub.3).sub.27.28 SOCH.sub.2 CH.sub.2 CH.sub.37.29 SOC(CH.sub.3).sub.37.30 SO-n-C.sub.4 H.sub.97.31 SOCH.sub.2 CH(CH.sub.3).sub.27.32 SO-n-C.sub.5 H.sub.117.33 SO-n-C.sub.6 H.sub.137.34 SOCF.sub.37.35 SOCH.sub.2 F7.36 SOCHF.sub.27.37 SOCH.sub.2 CH.sub.2 F7.38 SOCH.sub.2 CHF.sub.27.39 SOCH.sub.2 CF.sub.37.40 SOCHFCH.sub.37.41 SOCF.sub.2 CH.sub.37.42 SOCF.sub.2 CF.sub.37.43 SOCHFCH.sub.2 CH.sub.37.44 SOCH.sub.2 CH.sub.2 CH.sub.2 F7.45 SOCH.sub.2 CH.sub.2 CF.sub.37.46 SOCH.sub.2 CH.sub.2 Cl7.47 SOCH.sub.2 CH.sub.2 CH.sub.2 Cl7.48 SO-cyclopropyl7.49 SO-cyclobutyl7.50 SO-cyclopentyl7.51 SO-cyclohexyl7.52 SO.sub.2 --CH.sub.37.53 SO.sub.2 --C.sub.2 H.sub.57.54 SO.sub.2 --CH(CH.sub.3).sub.27.55 SO.sub.2 --CH.sub.2 CH.sub.2 CH.sub.37.56 SO.sub.2 -n-C.sub.4 H.sub.97.57 SO.sub.2 --CH.sub.2 CH(CH.sub.3).sub.27.58 SO.sub.2 -n-C.sub.5 H.sub.117.59 SO.sub.2 -n-C.sub.6 H.sub.137.60 SO.sub.2 --CF.sub.37.61 SO.sub.2 --CH.sub.2 F7.62 SO.sub.2 --CHF.sub.27.63 SO.sub.2 --CH.sub.2 CH.sub.2 F7.64 SO.sub.2 --CH.sub.2 CHF.sub.27.65 SO.sub.2 --CH.sub.2 CF.sub.37.66 SO.sub.2 --CHFCH.sub.37.67 SO.sub.2 --CF.sub.2 CH.sub.37.68 SO.sub.2 --CF.sub.2 CF.sub.37.69 SO.sub.2 --CHFCH.sub.2 CH.sub.37.70 SO.sub.2 --CH.sub.2 CH.sub.2 CH.sub.2 F7.71 SO.sub.2 --CH.sub.2 CH.sub.2 CF.sub.37.72 SO.sub.2 --CH.sub.2 CH.sub.2 Cl7.73 SO.sub.2 --CH.sub.2 CH.sub.2 CH.sub.2 Cl7.74 SO.sub.2 -cyclopropyl7.75 SO.sub.2 -cyclobutyl7.76 SO.sub.2 -cyclopentyl7.77 SO.sub.2 -cyclohexyl7.78 OCH.sub.37.79 OC.sub.2 H.sub.57.80 OCH(CH.sub.3).sub.27.81 OCH.sub.2 CH.sub.2 CH.sub.37.82 OC(CH.sub.3).sub.37.83 O-n-C.sub.4 H.sub.97.84 O--CH.sub.2 CH(CH.sub.3).sub.27.85 O--CH(CH.sub.3)C.sub.2 H.sub.57.86 O-n-C.sub.5 H.sub.117.87 O-n-C.sub.6 H.sub.137.88 OCF.sub.37.89 OCH.sub.2 F7.90 OCHF.sub.27.91 OC(Cl)F.sub.27.92 OCH.sub.2 CH.sub.2 F7.93 OCH.sub.2 CHF.sub.27.94 OCH.sub.2 CF.sub.37.95 OCHFCH.sub.37.96 OCF.sub.2 CH.sub.37.97 OCF.sub.2 CF.sub.37.98 OCHFCH.sub.2 CH.sub.37.99 OCH.sub.2 CH.sub.2 CH.sub.2 F7.100 OCH.sub.2 CH.sub.2 CF.sub.37.101 OCH.sub.2 CH.sub.2 Cl7.102 OCH.sub.2 CH.sub.2 CH.sub.2 Cl7.103 OCH.sub.2 CH(Cl)CH.sub.37.104 OCH.sub.2 CH.sub.2 Br7.105 OC(Br)F.sub.27.106 O-cyclopropyl7.107 O-cyclobutyl7.108 O-cyclopentyl7.109 O-cyclohexyl7.110 SCH.sub.37.111 SC.sub.2 H.sub.57.112 SCH(CH.sub.3).sub.27.113 SCH.sub.2 CH.sub.2 CH.sub.37.114 SC(CH.sub.3).sub.37.115 S-n-C.sub.4 H.sub.97.116 S--CH.sub.2 CH(CH.sub.3).sub.27.117 S--CH(CH.sub.3)C.sub.2 H.sub.57.118 S-n-C.sub.5 H.sub.117.119 S-n-C.sub.6 H.sub.13______________________________________
Compounds I which are very particularly preferred with regard to their herbicidal action are those listed in Table 5.
TABLE 5______________________________________ I1 #STR3##No. R.sup.3 R.sup.4 R.sup.6______________________________________Ia.001 H Cl CH.sub.2 FIa.002 F Cl CH.sub.2 FIa.003 Cl Cl CH.sub.2 FIa.004 H Cl CH.sub.2 ClIa.005 F Cl CH.sub.2 ClIa.006 Cl Cl CH.sub.2 ClIa.007 H Cl CH.sub.2 CNIa.008 F Cl CH.sub.2 CNIa.009 Cl Cl CH.sub.2 CNIa.010 H Cl CH.sub.2 SCNIa.011 F Cl CH.sub.2 SCNIa.012 Cl Cl CH.sub.2 SCNIa.013 H Cl CH.sub.2 SCF.sub.3Ia.014 F Cl CH.sub.2 SCF.sub.3Ia.015 Cl Cl CH.sub.2 SCF.sub.3Ia.016 H Cl CH.sub.2 SCHF.sub.2Ia.017 F Cl CH.sub.2 SCHF.sub.2Ia.018 Cl Cl CH.sub.2 SCHF.sub.2Ia.019 H Cl CH.sub.2 SOCH.sub.3Ia.020 F Cl CH.sub.2 SOCH.sub.3Ia.021 Cl Cl CH.sub.2 SOCH.sub.3Ia.022 H Cl CH.sub.2 SOC.sub.2 H.sub.5Ia.023 F Cl CH.sub.2 SOC.sub.2 H.sub.5Ia.024 Cl Cl CH.sub.2 SOC.sub.2 H.sub.5Ia.025 H Cl CH.sub.2 SOCF.sub.3Ia.026 F Cl CH.sub.2 SOCF.sub.3Ia.027 Cl Cl CH.sub.2 SOCF.sub.3Ia.028 H Cl CH.sub.2 SOCHF.sub.2Ia.029 F Cl CH.sub.2 SOCHF.sub.2Ia.030 Cl Cl CH.sub.2 SOCHF.sub.2Ia.031 H Cl CH.sub.2 SO.sub.2 CH.sub.3Ia.032 F Cl CH.sub.2 SO.sub.2 CH.sub.3Ia.033 Cl Cl CH.sub.2 SO.sub.2 CH.sub.3Ia.034 H Cl CH.sub.2 SO.sub.2 C.sub.2 H.sub.5Ia.035 F Cl CH.sub.2 SO.sub.2 C.sub.2 H.sub.5Ia.036 Cl Cl CH.sub.2 SO.sub.2 C.sub.2 H.sub.5Ia.037 H Cl CHF.sub.2Ia.038 H Cl CHCl.sub.2Ia.039 Cl Cl CH.sub.2 CH.sub.2 FIa.040 H Cl CH.sub.2 CH.sub.2 FIa.041 F Cl CH.sub.2 CH.sub.2 FIa.042 Cl Cl CH(CH.sub.3)FIa.043 H Cl CH(CH.sub.3)FIa.044 F Cl CH(CH.sub.3)FIa.045 Cl Cl CH.sub.2 CH.sub.2 ClIa.046 H Cl CH.sub.2 CH.sub.2 ClIa.047 F Cl CH.sub.2 CH.sub.2 ClIa.048 Cl Cl CH(CH.sub.3)ClIa.049 H Cl CH(CH.sub.3)ClIa.050 F Cl CH(CH.sub.3)ClIa.051 Cl Cl CH.sub.2 CH.sub.2 BrIa.052 H Cl CH.sub.2 CH.sub.2 BrIa.053 F Cl CH.sub.2 CH.sub.2 BrIa.054 Cl Cl CH.sub.2 CH.sub.2 IIa.055 H Cl CH.sub.2 CH.sub.2 IIa.056 F Cl CH.sub.2 CH.sub.2 IIa.057 Cl Cl CH(CH.sub.3)CNIa.058 H Cl CH(CH.sub.3)CNIa.059 F Cl CH(CH.sub.3)CNIa.060 Cl Cl CH.sub.2 CH.sub.2 SCNIa.061 H Cl CH.sub.2 CH.sub.2 SCNIa.062 F Cl CH.sub.2 CH.sub.2 SCNIa.063 Cl Cl CH(CH.sub.3)SCNIa.064 H Cl CH(CH.sub.3)SCNIa.065 F Cl CH(CH.sub.3)SCNIa.066 Cl Cl CH.sub.2 CH.sub.2 SCHF.sub.2Ia.067 H Cl CH.sub.2 CH.sub.2 SCHF.sub.2Ia.068 F Cl CH.sub.2 CH.sub.2 SCHF.sub.2Ia.069 Cl Cl CH(CH.sub.3)SCHF.sub.2Ia.070 H Cl CH(CH.sub.3)SCHF.sub.2Ia.071 F Cl CH(CH.sub.3)SCHF.sub.2Ia.072 Cl Cl CH.sub.2 CH.sub.2 SCF.sub.3Ia.073 H Cl CH.sub.2 CH.sub.2 SCF.sub.3Ia.074 F Cl CH.sub.2 CH.sub.2 SCF.sub.3Ia.075 Cl Cl CH(CH.sub.3)SCF.sub.3Ia.076 H Cl CH(CH.sub.3)SCF.sub.3Ia.077 F Cl CH(CH.sub.3)SCF.sub.3Ia.078 Cl Cl CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.079 H Cl CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.080 F Cl CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.081 Cl Cl CH(CH.sub.3)SOCHF.sub.2Ia.082 H Cl CH(CH.sub.3)SOCHF.sub.2Ia.083 F Cl CH(CH.sub.3)SOCHF.sub.2Ia.084 Cl Cl CH.sub.2 CH.sub.2 SOCF.sub.3Ia.085 H Cl CH.sub.2 CH.sub.2 SOCF.sub.3Ia.086 F Cl CH.sub.2 CH.sub.2 SOCF.sub.3Ia.087 Cl Cl CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.088 H Cl CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.089 F Cl CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.090 Cl Cl CH(CH.sub.3)SO.sub.2 CHF.sub.2Ia.091 H Cl CH(CH.sub.3)SO.sub.2 CHF.sub.2Ia.092 F Cl CH(CH.sub.3)SO.sub.2 CHF.sub.2Ia.093 Cl Cl CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.094 H Cl CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.095 F Cl CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.096 Cl Cl CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.097 H Cl CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.098 F Cl CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.099 Cl Cl CH.sub.2 CH.sub.2 S-cyclopropylIa.100 H Cl CH.sub.2 CH.sub.2 S-cyclopropylIa.101 F Cl CH.sub.2 CH.sub.2 S-cyclopropylIa.102 Cl Cl CH.sub.2 CH.sub.3)S-cyclopropylIa.103 H Cl CH.sub.2 CH.sub.3)S-cyclopropylIa.104 F Cl CH.sub.2 CH.sub.3)S-cyclopropylIa.105 Cl Cl CH.sub.2 CH.sub.2 SO-cyclopropylIa.106 H Cl CH.sub.2 CH.sub.2 SO-cyclopropylIa.107 F Cl CH.sub.2 CH.sub.2 SO-cyclopropylIa.108 Cl Cl CH(CH.sub.3)SO-cyclopropylIa.109 H Cl CH(CH.sub.3)SO-cyclopropylIa.110 F Cl CH(CH.sub.3)SO-cyclopropylIa.111 Cl Cl CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.112 H Cl CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.113 F Cl CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.114 Cl Cl CH(CH.sub.3)SO.sub.2 -cyclopropylIa.115 H Cl CH(CH.sub.3)SO.sub.2 -cyclopropylIa.116 F Cl CH(CH.sub.3)SO.sub.2 -cyclopropylIa.117 Cl Cl CH.sub.2 CH.sub.2 SOCH.sub.3Ia.118 H Cl CH.sub.2 CH.sub.2 SOCH.sub.3Ia.119 F Cl CH.sub.2 CH.sub.2 SOCH.sub.3Ia.120 Cl Cl CH(CH.sub.3)SOCH.sub.3Ia.121 H Cl CH(CH.sub.3)SOCH.sub.3Ia.122 F Cl CH(CH.sub.3)SOCH.sub.3Ia.123 Cl Cl CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.124 H Cl CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.125 F Cl CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.126 Cl Cl CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.127 H Cl CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.128 F Cl CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.129 Cl Cl CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.130 H Cl CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.131 F Cl CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.132 Cl Cl CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.133 H Cl CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.134 F Cl CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.135 Cl Cl CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.136 H Cl CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.137 F Cl CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.138 Cl Cl CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.139 H Cl CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.140 F Cl CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.141 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 FIa.142 H Cl CH.sub.2 CH.sub.2 CH.sub.2 FIa.143 F Cl CH.sub.2 CH.sub.2 CH.sub.2 FIa.144 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 ClIa.145 H Cl CH.sub.2 CH.sub.2 CH.sub.2 ClIa.146 F Cl CH.sub.2 CH.sub.2 CH.sub.2 ClIa.147 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 BrIa.148 H Cl CH.sub.2 CH.sub.2 CH.sub.2 BrIa.149 F Cl CH.sub.2 CH.sub.2 CH.sub.2 BrIa.150 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 IIa.151 H Cl CH.sub.2 CH.sub.2 CH.sub.2 IIa.152 F Cl CH.sub.2 CH.sub.2 CH.sub.2 IIa.153 Cl Cl CH(CH.sub.3)CH.sub.2 FIa.154 H Cl CH(CH.sub.3)CH.sub.2 FIa.155 F Cl CH(CH.sub.3)CH.sub.2 FIa.156 Cl Cl CH(CH.sub.3)CH.sub.2 ClIa.157 H Cl CH(CH.sub.3)CH.sub.2 ClIa.158 F Cl CH(CH.sub.3)CH.sub.2 ClIa.159 Cl Cl CH(CH.sub.3)CH.sub.2 BrIa.160 H Cl CH(CH.sub.3)CH.sub.2 BrIa.161 F Cl CH(CH.sub.3)CH.sub.2 BrIa.162 Cl Cl CH(CH.sub.3)CH.sub.2 IIa.163 H Cl CH(CH.sub.3)CH.sub.2 IIa.164 F Cl CH(CH.sub.3)CH.sub.2 IIa.165 Cl Cl CH.sub.2 CH(CH.sub.3)FIa.166 H Cl CH.sub.2 CH(CH.sub.3)FIa.167 F Cl CH.sub.2 CH(CH.sub.3)FIa.168 Cl Cl CH.sub.2 CH(CH.sub.3)ClIa.169 H Cl CH.sub.2 CH(CH.sub.3)ClIa.170 F Cl CH.sub.2 CH(CH.sub.3)ClIa.171 Cl Cl CH.sub.2 CH(CH.sub.3)BrIa.172 H Cl CH.sub.2 CH(CH.sub.3)BrIa.173 F Cl CH.sub.2 CH(CH.sub.3)BrIa.174 Cl Cl CH.sub.2 CH(CH.sub.3)IIa.175 H Cl CH.sub.2 CH(CH.sub.3)IIa.176 F Cl CH.sub.2 CH(CH.sub.3)IIa.177 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CNIa.178 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CNIa.179 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CNIa.180 Cl Cl CH(CH.sub.3)CH.sub.2 CNIa.181 H Cl CH(CH.sub.3)CH.sub.2 CNIa.182 F Cl CH(CH.sub.3)CH.sub.2 CNIa.183 Cl Cl CH.sub.2 CH(CH.sub.3)CNIa.184 H Cl CH.sub.2 CH(CH.sub.3)CNIa.185 F Cl CH.sub.2 CH(CH.sub.3)CNIa.186 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 SCNIa.187 H Cl CH.sub.2 CH.sub.2 CH.sub.2 SCNIa.188 F Cl CH.sub.2 CH.sub.2 CH.sub.2 SCNIa.189 Cl Cl CH(CH.sub.3)CH.sub.2 SCNIa.190 H Cl CH(CH.sub.3)CH.sub.2 SCNIa.191 F Cl CH(CH.sub.3)CH.sub.2 SCNIa.192 Cl Cl CH.sub.2 CH(CH.sub.3)SCNIa.193 H Cl CH.sub.2 CH(CH.sub.3)SCNIa.194 F Cl CH.sub.2 CH(CH.sub.3)SCNIa.195 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 SCHF.sub.2Ia.196 H Cl CH.sub.2 CH.sub.2 CH.sub.2 SCHF.sub.2Ia.197 F Cl CH.sub.2 CH.sub.2 CH.sub.2 SCHF.sub.2Ia.198 Cl Cl CH(CH.sub.3)CH.sub.2 SCHF.sub.2Ia.199 H Cl CH(CH.sub.3)CH.sub.2 SCHF.sub.2Ia.200 F Cl CH(CH.sub.3)CH.sub.2 SCHF.sub.2Ia.201 Cl Cl CH.sub.2 CH(CH.sub.3)SCHF.sub.2Ia.202 H Cl CH.sub.2 CH(CH.sub.3)SCHF.sub.2Ia.203 F Cl CH.sub.2 CH(CH.sub.3)SCHF.sub.2Ia.204 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 SCF.sub.3Ia.205 H Cl CH.sub.2 CH.sub.2 CH.sub.2 SCF.sub.3Ia.206 F Cl CH.sub.2 CH.sub.2 CH.sub.2 SCF.sub.3Ia.207 Cl Cl CH(CH.sub.3)CH.sub.2 SCF.sub.3Ia.208 H Cl CH(CH.sub.3)CH.sub.2 SCF.sub.3Ia.209 F Cl CH(CH.sub.3)CH.sub.2 SCF.sub.3Ia.210 Cl Cl CH.sub.2 CH(CH.sub.3)SCF.sub.3Ia.211 H Cl CH.sub.2 CH(CH.sub.3)SCF.sub.3Ia.212 F Cl CH.sub.2 CH(CH.sub.3)SCF.sub.3Ia.213 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.214 H Cl CH.sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.215 F Cl CH.sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.216 Cl Cl CH(CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.217 H Cl CH(CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.218 F Cl CH(CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.219 Cl Cl CH.sub.2 CH(CH.sub.3)SOCHF.sub.2Ia.220 H Cl CH.sub.2 CH(CH.sub.3)SOCHF.sub.2Ia.221 F Cl CH.sub.2 CH(CH.sub.3)SOCHF.sub.2Ia.222 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 SOCF.sub.3Ia.223 H Cl CH.sub.2 CH.sub.2 CH.sub.2 SOCF.sub.3Ia.224 F Cl CH.sub.2 CH.sub.2 CH.sub.2 SOCF.sub.3Ia.225 Cl Cl CH(CH.sub.3)CH.sub.2 SOCF.sub.3Ia.225 Cl Cl CH(CH.sub.3)CH.sub.2 SOCF.sub.3Ia.226 H Cl CH(CH.sub.3)CH.sub.2 SOCF.sub.3Ia.227 F Cl CH(CH.sub.3)CH.sub.2 SOCF.sub.3Ia.228 Cl Cl CH.sub.2 CH(CH.sub.3)SOCHF.sub.3Ia.229 H Cl CH.sub.2 CH(CH.sub.3)SOCHF.sub.3Ia.230 F Cl CH.sub.2 CH(CH.sub.3)SOCHF.sub.3Ia.231 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.232 H Cl CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.233 F Cl CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.234 Cl Cl CH(CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.235 H Cl CH(CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.236 F Cl CH(CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.237 Cl Cl CH.sub.2 CH(CH.sub.3)SO.sub.2 CHF.sub.2Ia.238 H Cl CH.sub.2 CH(CH.sub.3)SO.sub.2 CHF.sub.2Ia.239 F Cl CH.sub.2 CH(CH.sub.3)SO.sub.2 CHF.sub.2Ia.240 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.241 H Cl CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.242 F Cl CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.243 Cl Cl CH(CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.244 H Cl CH(CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.245 F Cl CH(CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.246 Cl Cl CH.sub.2 CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.247 H Cl CH.sub.2 CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.248 F Cl CH.sub.2 CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.249 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 S-cyclopropylIa.250 H Cl CH.sub.2 CH.sub.2 CH.sub.2 S-cyclopropylIa.251 F Cl CH.sub.2 CH.sub.2 CH.sub.2 S-cyclopropylIa.252 Cl Cl CH(CH.sub.3)CH.sub.2 S-cyclopropylIa.253 H Cl CH(CH.sub.3)CH.sub.2 S-cyclopropylIa.254 F Cl CH(CH.sub.3)CH.sub.2 S-cyclopropylIa.255 Cl Cl CH.sub.2 CH(CH.sub.3)S-cyclopropylIa.256 H Cl CH.sub.2 CH(CH.sub.3)S-cyclopropylIa.257 F Cl CH.sub.2 CH(CH.sub.3)S-cyclopropylIa.258 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 SO-cyclopropylIa.259 H Cl CH.sub.2 CH.sub.2 CH.sub.2 SO-cyclopropylIa.260 F Cl CH.sub.2 CH.sub.2 CH.sub.2 SO-cyclopropylIa.261 Cl Cl CH(CH.sub.3)CH.sub.2 SO-cyclopropylIa.262 H Cl CH(CH.sub.3)CH.sub.2 SO-cyclopropylIa.263 F Cl CH(CH.sub.3)CH.sub.2 SO-cyclopropylIa.264 Cl Cl CH.sub.2 CH(CH.sub.3)SO-cyclopropylIa.265 H Cl CH.sub.2 CH(CH.sub.3)SO-cyclopropylIa.266 F Cl CH.sub.2 CH(CH.sub.3)SO-cyclopropylIa.267 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.268 H Cl CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.269 F Cl CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.270 Cl Cl CH(CH.sub.3)CHSO.sub.2 -cyclopropylIa.271 H Cl CH(CH.sub.3)CHSO.sub.2 -cyclopropylIa.272 F Cl CH(CH.sub.3)CHSO.sub.2 -cyclopropylIa.273 Cl Cl CH.sub.2 CH.sub.2 (CH.sub.3)SO.sub.2 -cyclopropylIa.274 H Cl CH.sub.2 CH.sub.2 (CH.sub.3)SO.sub.2 -cyclopropylIa.275 F Cl CH.sub.2 CH.sub.2 (CH.sub.3)SO.sub.2 -cyclopropylIa.276 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.3Ia.277 H Cl CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.3Ia.278 F Cl CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.3Ia.279 Cl Cl CH(CH.sub.3)CH.sub.2 SOCH.sub.3Ia.280 H Cl CH(CH.sub.3)CH.sub.2 SOCH.sub.3Ia.281 F Cl CH(CH.sub.3)CH.sub.2 SOCH.sub.3Ia.282 Cl Cl CH.sub.2 CH(CH.sub.3)SOCH.sub.3Ia.283 H Cl CH.sub.2 CH(CH.sub.3)SOCH.sub.3Ia.284 F Cl CH.sub.2 CH(CH.sub.3)SOCH.sub.3Ia.285 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.286 H Cl CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.287 F Cl CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.288 Cl Cl CH(CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.289 H Cl CH(CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.290 F Cl CH(CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.291 Cl Cl CH.sub.2 CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.292 H Cl CH.sub.2 CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.293 F Cl CH.sub.2 CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.294 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.295 H Cl CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.296 F Cl CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.297 Cl Cl CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.298 H Cl CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.299 F Cl CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.300 Cl Cl CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.301 H Cl CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.302 F Cl CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.303 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.304 H Cl CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.305 F Cl CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.306 Cl Cl CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.307 H Cl CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.308 F Cl CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.309 Cl Cl CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.310 H Cl CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.311 F Cl CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.312 Cl Cl CH(CH.sub.2 CH.sub.3)FIa.313 H Cl CH(CH.sub.2 CH.sub.3)FIa.314 F Cl CH(CH.sub.2 CH.sub.3)FIa.315 Cl Cl CH(CH.sub.2 CH.sub.3)ClIa.316 H Cl CH(CH.sub.2 CH.sub.3)ClIa.317 F Cl CH(CH.sub.2 CH.sub.3)ClIa.318 Cl Cl CH(CH.sub.2 CH.sub.3)BrIa.319 H Cl CH(CH.sub.2 CH.sub.3)BrIa.320 F Cl CH(CH.sub.2 CH.sub.3)BrIa.321 Cl Cl CH(CH.sub.2 CH.sub.3)IIa.322 H Cl CH(CH.sub.2 CH.sub.3)IIa.323 F Cl CH(CH.sub.2 CH.sub.3)IIa.324 Cl Cl CH(CH.sub.2 CH.sub.3)CNIa.325 H Cl CH(CH.sub.2 CH.sub.3)CNIa.326 F Cl CH(CH.sub.2 CH.sub.3)CNIa.327 Cl Cl CH(CH.sub.2 CH.sub.3)SCNIa.328 H Cl CH(CH.sub.2 CH.sub.3)SCNIa.329 F Cl CH(CH.sub.2 CH.sub.3)SCNIa.330 Cl Cl CH(CH.sub.2 CH.sub.3)SCHF.sub.2Ia.331 H Cl CH(CH.sub.2 CH.sub.3)SCHF.sub.2Ia.332 F Cl CH(CH.sub.2 CH.sub.3)SCHF.sub.2Ia.333 Cl Cl CH(CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.334 H Cl CH(CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.335 F Cl CH(CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.336 Cl Cl CH(CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.337 H Cl CH(CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.338 F Cl CH(CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.339 Cl Cl CH(CH.sub.2 CH.sub.3)SCF.sub.3Ia.340 H Cl CH(CH.sub.2 CH.sub.3)SCF.sub.3Ia.341 F Cl CH(CH.sub.2 CH.sub.3)SCF.sub.3Ia.342 Cl Cl CH(CH.sub.2 CH.sub.3)SOCF.sub.3Ia.343 H Cl CH(CH.sub.2 CH.sub.3)SOCF.sub.3Ia.344 F Cl CH(CH.sub.2 CH.sub.3)SOCF.sub.3Ia.345 Cl Cl CH(CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.346 H Cl CH(CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.347 F Cl CH(CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.348 Cl Cl CH(CH.sub.2 CH.sub.3)S-cyclopropylIa.349 H Cl CH(CH.sub.2 CH.sub.3)S-cyclopropylIa.350 F Cl CH(CH.sub.2 CH.sub.3)S-cyclopropylIa.351 Cl Cl CH(CH.sub.2 CH.sub.3)SO-cyclopropylIa.352 H Cl CH(CH.sub.2 CH.sub.3)SO-cyclopropylIa.353 F Cl CH(CH.sub.2 CH.sub.3)SO-cyclopropylIa.354 Cl Cl CH(CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropylIa.355 H Cl CH(CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropylIa.356 F Cl CH(CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropylIa.357 Cl Cl CH(CH.sub.2 CH.sub.3)SOCH.sub.3Ia.358 H Cl CH(CH.sub.2 CH.sub.3)SOCH.sub.3Ia.359 F Cl CH(CH.sub.2 CH.sub.3)SOCH.sub.3Ia.360 Cl Cl CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.361 H Cl CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.362 F Cl CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.363 Cl Cl CH(CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.364 H Cl CH(CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.365 F Cl CH(CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.366 Cl Cl CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.367 H Cl CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.368 F Cl CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.369 Cl Cl C(CH.sub.3).sub.2 FIa.370 H Cl C(CH.sub.3).sub.2 FIa.371 F Cl C(CH.sub.3).sub.2 FIa.372 Cl Cl C(CH.sub.3).sub.2 ClIa.373 H Cl C(CH.sub.3).sub.2 ClIa.374 F Cl C(CH.sub.3).sub.2 ClIa.375 Cl Cl C(CH.sub.3).sub.2 BrIa.376 H Cl C(CH.sub.3).sub.2 BrIa.377 F Cl C(CH.sub.3).sub.2 BrIa.378 Cl Cl C(CH.sub.3).sub.2 IIa.379 H Cl C(CH.sub.3).sub.2 IIa.380 F Cl C(CH.sub.3).sub.2 IIa.381 Cl Cl C(CH.sub.3).sub.2 CNIa.382 H Cl C(CH.sub.3).sub.2 CNIa.383 F Cl C(CH.sub.3).sub.2 CNIa.384 Cl Cl C(CH.sub.3).sub.2 SCNIa.385 H Cl C(CH.sub.3).sub.2 SCNIa.386 F Cl C(CH.sub.3).sub.2 SCNIa.387 Cl Cl C(CH.sub.3).sub.2 SCHF.sub.2Ia.388 H Cl C(CH.sub.3).sub.2 SCHF.sub.2Ia.389 F Cl C(CH.sub.3).sub.2 SCHF.sub.2Ia.390 Cl Cl C(CH.sub.3).sub.2 SCF.sub.3Ia.391 H Cl C(CH.sub.3).sub.2 SCF.sub.3Ia.392 F Cl C(CH.sub.3).sub.2 SCF.sub.3Ia.393 Cl Cl C(CH.sub.3).sub.2 SOCHF.sub.2Ia.394 H Cl C(CH.sub.3).sub.2 SOCHF.sub.2Ia.395 F Cl C(CH.sub.3).sub.2 SOCHF.sub.2Ia.396 Cl Cl C(CH.sub.3).sub.2 SO.sub.2 CHF.sub.2Ia.397 H Cl C(CH.sub.3).sub.2 SO.sub.2 CHF.sub.2Ia.398 F Cl C(CH.sub.3).sub.2 SO.sub.2 CHF.sub.2Ia.399 Cl Cl C(CH.sub.3).sub.2 SOCF.sub.3Ia.400 H Cl C(CH.sub.3).sub.2 SOCF.sub.3Ia.401 F Cl C(CH.sub.3).sub.2 SOCF.sub.3Ia.402 Cl Cl C(CH.sub.3).sub.2 SO.sub.2 CF.sub.3Ia.403 H Cl C(CH.sub.3).sub.2 SO.sub.2 CF.sub.3Ia.404 F Cl C(CH.sub.3).sub.2 SO.sub.2 CF.sub.3Ia.405 Cl Cl C(CH.sub.3).sub.2 SOCH.sub.3Ia.406 H Cl C(CH.sub.3).sub.2 SOCH.sub.3Ia.407 F Cl C(CH.sub.3).sub.2 SOCH.sub.3Ia.408 Cl Cl C(CH.sub.3).sub.2 SO.sub.2 CH.sub.3Ia.409 H Cl C(CH.sub.3).sub.2 SO.sub.2 CH.sub.3Ia.410 F Cl C(CH.sub.3).sub.2 SO.sub.2 CH.sub.3Ia.411 Cl Cl C(CH.sub.3).sub.2 SOCH.sub.2 CH.sub.3Ia.412 H Cl C(CH.sub.3).sub.2 SOCH.sub.2 CH.sub.3Ia.413 F Cl C(CH.sub.3).sub.2 SOCH.sub.2 CH.sub.3Ia.414 C Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 FIa.415 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 FIa.416 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 FIa.417 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 ClIa.418 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 ClIa.419 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 ClIa.420 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 BrIa.421 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 BrIa.422 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 BrIa.423 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 IIa.424 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 IIa.425 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 IIa.426 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CNIa.427 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CNIa.428 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CNIa.429 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SCNIa.430 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SCNIa.431 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SCNIa.432 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SCHF.sub.2Ia.433 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SCHF.sub.2Ia.434 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SCHF.sub.2Ia.435 Cl Cl C(CH.sub.3).sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.436 H Cl C(CH.sub.3).sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.437 F Cl C(CH.sub.3).sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.438 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SCF.sub.3Ia.439 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SCF.sub.3Ia.440 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SCF.sub.3Ia.441 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 S-cyclopropylIa.442 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 S-cyclopropylIa.443 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 S-cyclopropylIa.444 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.445 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.446 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.447 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCF.sub.3Ia.448 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCF.sub.3Ia.449 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCF.sub.3Ia.450 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO-cyclopropylIa.451 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO-cyclopropylIa.452 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO-cyclopropylIa.453 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.3Ia.454 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.3Ia.455 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.3Ia.456 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.457 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.458 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.459 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.460 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.461 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.462 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.463 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.464 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.465 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.466 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.467 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.468 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.469 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.470 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.471 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.472 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.473 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.474 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 FIa.475 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 FIa.476 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 FIa.477 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 ClIa.478 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 ClIa.479 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 ClIa.480 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 BrIa.481 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 BrIa.482 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 BrIa.483 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 IIa.484 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 IIa.485 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 IIa.486 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CNIa.487 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CNIa.488 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CNIa.489 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SCNIa.490 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SCNIa.491 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SCNIa.492 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SCHF.sub.2Ia.493 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SCHF.sub.2Ia.494 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SCHF.sub.2Ia.495 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SCF.sub.3Ia.496 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SCF.sub.3Ia.497 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SCF.sub.3Ia.498 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 --S-cyclopropylIa.499 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 --S-cyclopropylIa.500 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 --S-cyclopropylIa.501 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.502 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.503 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.504 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCF.sub.3Ia.505 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCF.sub.3Ia.506 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCF.sub.3Ia.507 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SO-cyclopropylIa.508 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SO-cyclopropylIa.509 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SO-cyclopropylIa.510 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCH.sub.3Ia.511 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCH.sub.3Ia.512 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCH.sub.3Ia.513 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.514 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.515 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.516 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.517 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.518 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.519 Cl Cl CH(CH.sub.3)CH.sub.3 CH.sub.2 SO.sub.2 CF.sub.3Ia.520 H Cl CH(CH.sub.3)CH.sub.3 CH.sub.2 SO.sub.2 CF.sub.3Ia.521 F Cl CH(CH.sub.3)CH.sub.3 CH.sub.2 SO.sub.2 CF.sub.3Ia.522 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropyl 1Ia.523 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropyl 2Ia.524 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropyl 8Ia.525 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.526 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.527 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.528 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.529 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.530 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.531 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 FIa.532 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 FIa.533 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 FIa.534 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 ClIa.535 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 ClIa.536 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 ClIa.537 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 BrIa.538 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 BrIa.539 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 BrIa.540 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 IIa.541 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 IIa.542 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 IIa.543 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CNIa.544 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CNIa.545 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CNIa.546 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SCNIa.547 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SCNIa.548 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SCNIa.549 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SCHF.sub.2Ia.550 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SCHF.sub.2Ia.551 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SCHF.sub.2Ia.552 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SCF.sub.3Ia.553 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SCF.sub.3Ia.554 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SCF.sub.3Ia.555 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 S-cyclopropylIa.556 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 S-cyclopropylIa.557 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 S-cyclopropylIa.558 Cl Cl Ch.sub.2 CH(CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.559 H Cl Ch.sub.2 CH(CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.560 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.561 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCF.sub.3Ia.562 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCF.sub.3Ia.563 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCF.sub.3Ia.564 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SO-cyclopropylIa.565 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SO-cyclopropylIa.566 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SO-cyclopropylIa.567 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCH.sub.3Ia.568 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCH.sub.3Ia.569 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCH.sub.3Ia.570 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.571 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.572 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.573 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.574 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.575 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.576 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.577 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.578 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.579 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 -cyclopropyl .Ia.580 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 -cyclopropyl 6Ia.581 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 -cyclopropyl 8Ia.582 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.583 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.584 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.585 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.586 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.587 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.588 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)ClIa.589 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)ClIa.590 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)ClIa.591 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)BrIa.592 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)BrIa.593 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)BrIa.594 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)IIa.595 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)IIa.596 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)IIa.597 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CNIa.598 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CNIa.599 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CNIa.600 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SCNIa.601 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SCNIa.602 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SCNIa.603 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)FIa.604 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)FIa.605 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)FIa.606 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SCHF.sub.2Ia.607 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SCHF.sub.2Ia.608 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SCHF.sub.2Ia.609 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SCF.sub.3Ia.610 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SCF.sub.3Ia.611 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SCF.sub.3Ia.612 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)S-cyclopropylIa.613 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)S-cyclopropylIa.614 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)S-cyclopropylIa.615 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCHF.sub.2Ia.616 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCHF.sub.2Ia.617 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCHF.sub.2Ia.618 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCF.sub.2Ia.619 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCF.sub.2Ia.620 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCF.sub.2Ia.621 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SO-cyclopropylIa.622 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SO-cyclopropylIa.623 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SO-cyclopropylIa.624 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCH.sub.3Ia.625 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCH.sub.3Ia.626 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCH.sub.3Ia.627 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.628 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.629 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.630 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CHF.sub.2Ia.631 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CHF.sub.2Ia.632 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CHF.sub.2Ia.633 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.634 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.635 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.636 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 -cyclopropyl NIa.637 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 -cyclopropyl OIa.638 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 -cyclopropyl NIa.639 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.640 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.641 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.642 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.643 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.644 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.645 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 FIa.646 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 FIa.647 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 FIa.648 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 ClIa.649 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 ClIa.650 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 ClIa.651 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 BrIa.652 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 BrIa.653 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 BrIa.654 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 IIa.655 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 IIa.656 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 IIa.657 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CNIa.658 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CNIa.659 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CNIa.660 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SCNIa.661 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SCNIa.662 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SCNIa.663 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SCHF.sub.2Ia.664 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SCHF.sub.2Ia.665 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SCHF.sub.2Ia.666 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SCF.sub.3Ia.667 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SCF.sub.3Ia.668 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SCF.sub.3Ia.669 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 S-cyclopropylIa.670 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 S-cyclopropylIa.671 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 S-cyclopropylIa.672 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.673 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.674 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.675 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCF.sub.3Ia.676 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCF.sub.3Ia.677 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCF.sub.3Ia.678 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SO-cyclopropylIa.679 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SO-cyclopropylIa.680 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SO-cyclopropylIa.681 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.3Ia.682 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.3Ia.683 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.3Ia.684 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.685 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.686 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.687 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.688 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.689 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.690 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.691 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.692 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.693 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 -cyclopropyl NIa.694 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 -cyclopropyl OIa.695 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 -cyclopropyl OIa.696 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.697 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.698 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.699 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.700 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.701 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.702 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)FIa.703 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)FIa.704 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)FIa.705 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)ClIa.706 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)ClIa.707 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)ClIa.708 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)BrIa.709 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)BrIa.710 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)BrIa.711 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)IIa.712 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)IIa.713 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)IIa.714 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CNIa.715 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CNIa.716 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CNIa.717 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SCNIa.718 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SCNIa.719 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SCNIa.720 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SCHF.sub.2Ia.721 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SCHF.sub.2Ia.722 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SCHF.sub.2Ia.723 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SCF.sub.3Ia.724 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SCF.sub.3Ia.725 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SCF.sub.3Ia.726 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)S-cyclopropylIa.727 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)S-cyclopropylIa.728 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)S-cyclopropylIa.729 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.730 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.731 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.732 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCF.sub.3Ia.733 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCF.sub.3Ia.734 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCF.sub.3Ia.735 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SO-cyclopropylIa.736 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SO-cyclopropylIa.737 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SO-cyclopropylIa.738 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCH.sub.3Ia.739 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCH.sub.3Ia.740 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCH.sub.3Ia.741 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.742 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.743 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.744 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.745 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.746 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.747 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.748 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.749 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.750 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropyl NIa.751 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropyl OIa.752 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropyl NIa.753 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.754 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.755 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.756 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.757 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.758 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.759 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)FIa.760 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)FIa.761 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)FIa.762 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)ClIa.763 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)ClIa.764 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)ClIa.765 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)BrIa.766 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)BrIa.767 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)BrIa.768 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)IIa.769 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)IIa.770 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)IIa.771 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CNIa.772 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CNIa.773 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CNIa.774 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SCNIa.775 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SCNIa.776 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SCNIa.777 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SCHF.sub.2Ia.778 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SCHF.sub.2Ia.779 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SCHF.sub.2Ia.780 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SCF.sub.3Ia.781 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SCF.sub.3Ia.782 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SCF.sub.3Ia.783 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)S-cyclopropylIa.784 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)S-cyclopropylIa.785 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)S-cyclopropylIa.786 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.787 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.788 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.789 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCF.sub.3Ia.790 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCF.sub.3Ia.791 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCF.sub.3Ia.792 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SO-cyclopropylIa.793 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SO-cyclopropylIa.794 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SO-cyclopropylIa.795 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCH.sub.3Ia.796 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCH.sub.3Ia.797 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCH.sub.3Ia.798 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.799 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.800 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.801 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.802 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.803 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.804 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.805 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.806 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.807 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropyl NIa.808 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropyl OIa.809 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropyl OIa.810 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.811 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.812 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.813 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.814 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.815 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.816 F Cl CH(CH(CH.sub.3).sub.2)FIa.817 Cl Cl CH(CH(CH.sub.3).sub.2)FIa.818 H Cl CH(CH(CH.sub.3).sub.2)FIa.819 F Cl CH(CH(CH.sub.3).sub.2)ClIa.820 Cl Cl CH(CH(CH.sub.3).sub.2)ClIa.821 H Cl CH(CH(CH.sub.3).sub.2)ClIa.822 F Cl CH(CH(CH.sub.3).sub.2)BrIa.823 Cl Cl CH(CH(CH.sub.3).sub.2)BrIa.824 H Cl CH(CH(CH.sub.3).sub.2)BrIa.825 F Cl CH(CH(CH.sub.3).sub.2)IIa.826 Cl Cl CH(CH(CH.sub.3).sub.2)IIa.827 H Cl CH(CH(CH.sub.3).sub.2)IIa.828 F Cl CH(CH(CH.sub.3).sub.2)CNIa.829 Cl Cl CH(CH(CH.sub.3).sub.2)CNIa.830 H Cl CH(CH(CH.sub.3).sub.2)CNIa.831 F Cl CH(CH(CH.sub.3).sub.2)SCNIa.832 Cl Cl CH(CH(CH.sub.3).sub.2)SCNIa.833 H Cl CH(CH(CH.sub.3).sub.2)SCNIa.834 F Cl CH(CH(CH.sub.3).sub.2)SCHF.sub.2Ia.835 Cl Cl CH(CH(CH.sub.3).sub.2)SCHF.sub.2Ia.836 H Cl CH(CH(CH.sub.3).sub.2)SCHF.sub.2Ia.837 F Cl CH(CH(CH.sub.3).sub.2)SCF.sub.3Ia.838 Cl Cl CH(CH(CH.sub.3).sub.2)SCF.sub.3Ia.839 H Cl CH(CH(CH.sub.3).sub.2)SCF.sub.3Ia.840 F Cl CH(CH(CH.sub.3).sub.2)S-cyclopropylIa.841 Cl Cl CH(CH(CH.sub.3).sub.2)S-cyclopropylIa.842 H Cl CH(CH(CH.sub.3).sub.2)S-cyclopropylIa.843 F Cl CH(CH(CH.sub.3).sub.2)SOCHF.sub.2Ia.844 Cl Cl CH(CH(CH.sub.3).sub.2)SOCHF.sub.2Ia.845 H Cl CH(CH(CH.sub.3).sub.2)SOCHF.sub.2Ia.846 F Cl CH(CH(CH.sub.3).sub.2)SOCF.sub.3Ia.847 Cl Cl CH(CH(CH.sub.3).sub.2)SOCF.sub.3Ia.848 H Cl CH(CH(CH.sub.3).sub.2)SOCF.sub.3Ia.849 F Cl CH(CH(CH.sub.3).sub.2)SO-cyclopropylIa.850 Cl Cl CH(CH(CH.sub.3).sub.2)SO-cyclopropylIa.851 H Cl CH(CH(CH.sub.3).sub.2)SO-cyclopropylIa.852 F Cl CH(CH(CH.sub.3).sub.2)SOCH.sub.2 CH.sub.3Ia.853 Cl Cl CH(CH(CH.sub.3).sub.2)SOCH.sub.2 CH.sub.3Ia.854 H Cl CH(CH(CH.sub.3).sub.2)SOCH.sub.2 CH.sub.3Ia.855 F Cl CH(CH(CH.sub.3).sub.2)SOCH.sub.3Ia.856 Cl Cl CH(CH(CH.sub.3).sub.2)SOCH.sub.3Ia.857 H Cl CH(CH(CH.sub.3).sub.2)SOCH.sub.3Ia.858 F Cl CH(CH(CH.sub.3).sub.2)SO.sub.2 CHF.sub.2Ia.859 Cl Cl CH(CH(CH.sub.3).sub.2)SO.sub.2 CHF.sub.2Ia.860 H Cl CH(CH(CH.sub.3).sub.2)SO.sub.2 CHF.sub.2Ia.861 F Cl CH(CH(CH.sub.3).sub.2)SO.sub.2 CF.sub.3Ia.862 Cl Cl CH(CH(CH.sub.3).sub.2)SO.sub.2 CF.sub.3Ia.863 H Cl CH(CH(CH.sub.3).sub.2)SO.sub.2 CF.sub.3Ia.864 F Cl CH(CH(CH.sub.3).sub.2)SO.sub.2 -cyclopropylIa.865 Cl Cl CH(CH(CH.sub.3).sub.2)SO.sub.2 -cyclopropylIa.866 H Cl CH(CH(CH.sub.3).sub.2)SO.sub.2 -cyclopropylIa.867 F Cl CH(CH(CH.sub.3).sub.2)SO.sub.2 CH.sub.3Ia.868 Cl Cl CH(CH(CH.sub.3).sub.2)SO.sub.2 CH.sub.3Ia.869 H Cl CH(CH(CH.sub.3).sub.2)SO.sub.2 CH.sub.3Ia.870 F Cl CH(CH(CH.sub.3).sub.2)SO.sub.2 CH.sub.2 CH.sub.3Ia.871 Cl Cl CH(CH(CH.sub.3).sub.2)SO.sub.2 CH.sub.2 CH.sub.3Ia.872 H Cl CH(CH(CH.sub.3).sub.2)SO.sub.2 CH.sub.2 CH.sub.3Ia.873 F Cl CH(CH.sub.3)CH(CH.sub.3)FIa.874 Cl Cl CH(CH.sub.3)CH(CH.sub.3)FIa.875 H Cl CH(CH.sub.3)CH(CH.sub.3)FIa.876 F Cl CH(CH.sub.3)CH(CH.sub.3)ClIa.877 Cl Cl CH(CH.sub.3)CH(CH.sub.3)ClIa.878 H Cl CH(CH.sub.3)CH(CH.sub.3)ClIa.879 F Cl CH(CH.sub.3)CH(CH.sub.3)BrIa.880 Cl Cl CH(CH.sub.3)CH(CH.sub.3)BrIa.881 H Cl CH(CH.sub.3)CH(CH.sub.3)BrIa.882 F Cl CH(CH.sub.3)CH(CH.sub.3)IIa.883 Cl Cl CH(CH.sub.3)CH(CH.sub.3)IIa.884 H Cl CH(CH.sub.3)CH(CH.sub.3)IIa.885 F Cl CH(CH.sub.3)CH(CH.sub.3)CNIa.886 Cl Cl CH(CH.sub.3)CH(CH.sub.3)CNIa.887 H Cl CH(CH.sub.3)CH(CH.sub.3)CNIa.888 F Cl CH(CH.sub.3)CH(CH.sub.3)SCNIa.889 Cl Cl CH(CH.sub.3)CH(CH.sub.3)SCNIa.890 H Cl CH(CH.sub.3)CH(CH.sub.3)SCNIa.891 F Cl CH(CH.sub.3)CH(CH.sub.3)SCHF.sub.2Ia.892 Cl Cl CH(CH.sub.3)CH(CH.sub.3)SCHF.sub.2Ia.893 H Cl CH(CH.sub.3)CH(CH.sub.3)SCHF.sub.2Ia.894 F Cl CH(CH.sub.3)CH(CH.sub.3)SOCHF.sub.2Ia.895 Cl Cl CH(CH.sub.3)CH(CH.sub.3)SOCHF.sub.2Ia.896 H Cl CH(CH.sub.3)CH(CH.sub.3)SOCHF.sub.2Ia.897 F Cl CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CHF.sub.2Ia.898 Cl Cl CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CHF.sub.2Ia.899 H Cl CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CHF.sub.2Ia.900 F Cl CH(CH.sub.3)CH(CH.sub.3)SCF.sub.3Ia.901 Cl Cl CH(CH.sub.3)CH(CH.sub.3)SCF.sub.3Ia.902 H Cl CH(CH.sub.3)CH(CH.sub.3)SCF.sub.3Ia.903 F Cl CH(CH.sub.3)CH(CH.sub.3)SOCF.sub.3Ia.904 Cl Cl CH(CH.sub.3)CH(CH.sub.3)SOCF.sub.3Ia.905 H Cl CH(CH.sub.3)CH(CH.sub.3)SOCF.sub.3Ia.906 F Cl CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.907 Cl Cl CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.908 H Cl CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.909 F Cl CH(CH.sub.3)CH(CH.sub.3)S-cyclopropylIa.910 Cl Cl CH(CH.sub.3)CH(CH.sub.3)S-cyclopropylIa.911 H Cl CH(CH.sub.3)CH(CH.sub.3)S-cyclopropylIa.912 F Cl CH(CH.sub.3)CH(CH.sub.3)SO-cyclopropylIa.913 Cl Cl CH(CH.sub.3)CH(CH.sub.3)SO-cyclopropylIa.914 H Cl CH(CH.sub.3)CH(CH.sub.3)SO-cyclopropylIa.915 F Cl CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 -cyclopropylIa.916 Cl Cl CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 -cyclopropylIa.917 H Cl CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 -cyclopropylIa.918 F Cl CH(CH.sub.3)CH(CH.sub.3)SOCH.sub.3Ia.919 Cl Cl CH(CH.sub.3)CH(CH.sub.3)SOCH.sub.3Ia.920 H Cl CH(CH.sub.3)CH(CH.sub.3)SOCH.sub.3Ia.921 F Cl CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.922 Cl Cl CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.923 H Cl CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.924 F Cl CH(CH.sub.3)CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.925 Cl Cl CH(CH.sub.3)CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.926 H Cl CH(CH.sub.3)CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.927 F Cl CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.928 Cl Cl CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.929 H Cl CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.930 F Cl C(CH.sub.3).sub.2 CH.sub.2 FIa.931 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 FIa.932 H Cl C(CH.sub.3).sub.2 CH.sub.2 FIa.933 F Cl C(CH.sub.3).sub.2 CH.sub.2 ClIa.934 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 ClIa.935 H Cl C(CH.sub.3).sub.2 CH.sub.2 ClIa.936 F Cl C(CH.sub.3).sub.2 CH.sub.2 BrIa.937 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 BrIa.938 H Cl C(CH.sub.3).sub.2 CH.sub.2 BrIa.939 F Cl C(CH.sub.3).sub.2 CH.sub.2 IIa.940 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 IIa.941 H Cl C(CH.sub.3).sub.2 CH.sub.2 IIa.942 F Cl C(CH.sub.3).sub.2 CH.sub.2 CNIa.943 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 CNIa.944 H Cl C(CH.sub.3).sub.2 CH.sub.2 CNIa.945 F Cl C(CH.sub.3).sub.2 CH.sub.2 SCNIa.946 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 SCNIa.947 H Cl C(CH.sub.3).sub.2 CH.sub.2 SCNIa.948 F Cl C(CH.sub.3).sub.2 CH.sub.2 SCHF.sub.2Ia.949 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 SCHF.sub.2Ia.950 H Cl C(CH.sub.3).sub.2 CH.sub.2 SCHF.sub.2Ia.951 F Cl C(CH.sub.3).sub.2 CH.sub.2 SCF.sub.3Ia.952 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 SCF.sub.3Ia.953 H Cl C(CH.sub.3).sub.2 CH.sub.2 SCF.sub.3Ia.954 F Cl C(CH.sub.3).sub.2 CH.sub.2 SOCHF.sub.2Ia.955 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 SOCHF.sub.2Ia.956 H Cl C(CH.sub.3).sub.2 CH.sub.2 SOCHF.sub.2Ia.957 F Cl C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.958 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.959 H Cl C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.960 F Cl C(CH.sub.3).sub.2 CH.sub.2 SOCF.sub.3Ia.961 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 SOCF.sub.3Ia.962 H Cl C(CH.sub.3).sub.2 CH.sub.2 SOCF.sub.3Ia.963 F Cl C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.964 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.965 H Cl C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.966 F Cl C(CH.sub.3).sub.2 CH.sub.2 SOCH.sub.3Ia.967 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 SOCH.sub.3Ia.968 H Cl C(CH.sub.3).sub.2 CH.sub.2 SOCH.sub.3Ia.969 F Cl C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.970 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.971 H Cl C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.972 F Cl C(CH.sub.3).sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.973 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.974 H Cl C(CH.sub.3).sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.975 F Cl C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.976 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.977 H Cl C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.978 F Cl CH.sub.2 C(CH.sub.3).sub.2 FIa.979 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 FIa.980 H Cl CH.sub.2 C(CH.sub.3).sub.2 FIa.981 F Cl CH.sub.2 C(CH.sub.3).sub.2 ClIa.982 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 ClIa.983 H Cl CH.sub.2 C(CH.sub.3).sub.2 ClIa.984 F Cl CH.sub.2 C(CH.sub.3).sub.2 BrIa.985 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 BrIa.986 H Cl CH.sub.2 C(CH.sub.3).sub.2 BrIa.987 F Cl CH2C(CH.sub.3).sub.2 IIa.988 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 IIa.989 H Cl CH.sub.2 C(CH.sub.3).sub.2 IIa.990 F Cl CH.sub.2 C(CH.sub.3).sub.2 CNIa.991 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 CNIa.992 H Cl CH.sub.2 C(CH.sub.3).sub.2 CNIa.993 F Cl CH.sub.2 C(CH.sub.3).sub.2 SCNIa.994 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 SCNIa.995 H Cl CH.sub.2 C(CH.sub.3).sub.2 SCNIa.996 F Cl CH.sub.2 C(CH.sub.3).sub.2 SCHF.sub.2Ia.997 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 SCHF.sub.2Ia.998 H Cl CH.sub.2 C(CH.sub.3).sub.2 SCHF.sub.2Ia.999 F Cl CH.sub.2 C(CH.sub.3).sub.2 SCF.sub.3Ia.1000 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 SCF.sub.3Ia.1001 H Cl CH.sub.2 C(CH.sub.3).sub.2 SCF.sub.3Ia.1002 F Cl CH.sub.2 C(CH.sub.3).sub.2 S-cyclopropylIa.1003 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 S-cyclopropylIa.1004 H Cl CH.sub.2 C(CH.sub.3).sub.2 S-cyclopropylIa.1005 F Cl CH.sub.2 C(CH.sub.3).sub.2 SOCHF.sub.2Ia.1006 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 SOCHF.sub.2Ia.1007 H Cl CH.sub.2 C(CH.sub.3).sub.2 SOCHF.sub.2Ia.1008 F Cl CH.sub.2 C(CH.sub.3).sub.2 SOCF.sub.3Ia.1009 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 SOCF.sub.3Ia.1010 H Cl CH.sub.2 C(CH.sub.3).sub.2 SOCF.sub.3Ia.1011 F Cl CH.sub.2 C(CH.sub.3).sub.2 SO-cyclopropylIa.1012 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 SO-cyclopropylIa.1013 H Cl CH.sub.2 C(CH.sub.3).sub.2 SO-cyclopropylIa.1014 F Cl CH.sub.2 C(CH.sub.3).sub.2 SOCH.sub.3Ia.1015 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 SOCH.sub.3Ia.1016 H Cl CH.sub.2 C(CH.sub.3).sub.2 SOCH.sub.3Ia.1017 F Cl CH.sub.2 C(CH.sub.3).sub.2 SOCH.sub.2 CH.sub.3Ia.1018 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 SOCH.sub.2 CH.sub.3Ia.1019 H Cl CH.sub.2 C(CH.sub.3).sub.2 SOCH.sub.2 CH.sub.3Ia.1020 F Cl CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CHF.sub.2Ia.1021 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CHF.sub.2Ia.1022 H Cl CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CHF.sub.2Ia.1023 F Cl CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CF.sub.3Ia.1024 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CF.sub.3Ia.1025 H Cl CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CF.sub.3Ia.1026 F Cl CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 -cyclopropylIa.1027 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 -cyclopropylIa.1028 H Cl CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 -cyclopropylIa.1029 F Cl CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CH.sub.3Ia.1030 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CH.sub.3Ia.1031 H Cl CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CH.sub.3Ia.1032 F Cl CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1033 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1034 H Cl CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1035 F Cl C(CH.sub.3).sub.2 CH.sub.2 S-cyclopropylIa.1036 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 S-cyclopropylIa.1037 H Cl C(CH.sub.3).sub.2 CH.sub.2 S-cyclopropylIa.1038 F Cl C(CH.sub.3).sub.2 CH.sub.2 SO-cyclopropylIa.1039 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 SO-cyclopropylIa.1040 H Cl C(CH.sub.3).sub.2 CH.sub.2 SO-cyclopropylIa.1041 F Cl C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1042 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1043 H Cl C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1044 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 FIa.1045 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 FIa.1046 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 FIa.1047 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 ClIa.1048 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 ClIa.1049 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 ClIa.1050 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 BrIa.1051 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 BrIa.1052 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 BrIa.1053 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 IIa.1054 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 IIa.1055 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 IIa.1056 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CNIa.1057 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CNIa.1058 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CNIa.1059 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SCNIa.1060 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SCNIa.1061 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SCNIa.1062 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SCHF.sub.2Ia.1063 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SCHF.sub.2Ia.1064 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SCHF.sub.2Ia.1065 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SCF.sub.3Ia.1066 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SCF.sub.3Ia.1067 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SCF.sub.3Ia.1068 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 S-cyclopropylIa.1069 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 S-cyclopropylIa.1070 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 S-cyclopropylIa.1071 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.1072 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.1073 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.1074 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCF.sub.3Ia.1075 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCF.sub.3Ia.1076 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCF.sub.3Ia.1077 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 S-cyclopropylIa.1078 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 S-cyclopropylIa.1079 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 S-cyclopropylIa.1080 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.3Ia.1081 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.3Ia.1082 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.3Ia.1083 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1084 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1085 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1086 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.1087 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.1088 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.1089 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.1090 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.1091 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.1092 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1093 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1094 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1095 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.1096 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.1097 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.1098 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1099 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1100 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1101 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 FIa.1102 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 FIa.1103 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 FIa.1104 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 ClIa.1105 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 ClIa.1106 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 ClIa.1107 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 BrIa.1108 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 BrIa.1109 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 BrIa.1110 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 IIa.1111 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 IIa.1112 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 IIa.1113 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 CNIa.1114 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 CNIa.1115 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 CNIa.1116 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SCNIa.1117 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SCNIa.1118 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SCNIa.1119 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SCHF.sub.2Ia.1120 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SCHF.sub.2Ia.1121 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SCHF.sub.2Ia.1122 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SCF.sub.3Ia.1123 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SCF.sub.3Ia.1124 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SCF.sub.3Ia.1125 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 S-cyclopropyl NIa.1126 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 S-cyclopropyl OIa.1127 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 S-cyclopropyl AIa.1128 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.1129 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.1130 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.1131 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SOCF.sub.3Ia.1132 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SOCF.sub.3Ia.1133 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SOCF.sub.3Ia.1134 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SO-cyclopropy lIa.1135 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SO-cyclopropy lIa.1136 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SO-cyclopropy lIa.1137 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.3Ia.1138 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.3Ia.1139 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.3Ia.1140 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1141 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1142 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1143 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.1144 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.1145 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.1146 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.1147 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.1148 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.1149 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1150 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1151 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1152 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.1153 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.1154 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.1155 F Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1156 Cl Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1157 H Cl CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1158 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 FIa.1159 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 FIa.1160 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 FIa.1161 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 ClIa.1162 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 ClIa.1163 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 ClIa.1164 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 BrIa.1165 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 BrIa.1166 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 BrIa.1167 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 IIa.1168 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 IIa.1169 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 IIa.1170 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 CNIa.1171 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 CNIa.1172 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 CNIa.1173 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SCNIa.1174 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SCNIa.1175 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SCNIa.1176 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SCHF.sub.2Ia.1177 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SCHF.sub.2Ia.1178 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SCHF.sub.2Ia.1179 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SCF.sub.3Ia.1180 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SCF.sub.3Ia.1181 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SCF.sub.3Ia.1182 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 S-cyclopropyl NIa.1183 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 S-cyclopropyl OIa.1184 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 S-cyclopropyl 0Ia.1185 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.1186 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.1187 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.1188 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCF.sub.3Ia.1189 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCF.sub.3Ia.1190 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCF.sub.3Ia.1191 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SO-cyclopropy lIa.1192 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SO-cyclopropy lIa.1193 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SO-cyclopropy lIa.1194 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCH.sub.3Ia.1195 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCH.sub.3Ia.1196 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCH.sub.3Ia.1197 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1198 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1199 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1200 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.1201 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.1202 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.1203 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.1204 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.1205 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.1206 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1207 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1208 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1209 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.1210 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.1211 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.1212 F Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1213 Cl Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1214 H Cl CH.sub.2 CH(CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1215 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 FIa.1216 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 FIa.1217 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 FIa.1218 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 ClIa.1219 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 ClIa.1220 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 ClIa.1221 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 BrIa.1222 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 BrIa.1223 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 BrIa.1224 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 IIa.1225 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 IIa.1226 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 IIa.1227 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 CNIa.1228 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 CNIa.1229 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 CNIa.1230 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SCNIa.1231 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SCNIa.1232 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SCNIa.1233 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SCHF.sub.2Ia.1234 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SCHF.sub.2Ia.1235 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SCHF.sub.2Ia.1236 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SCF.sub.3Ia.1237 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SCF.sub.3Ia.1238 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SCF.sub.3Ia.1239 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 S-cyclopropyl NIa.1240 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 S-cyclopropyl OIa.1241 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 S-cyclopropyl OIa.1242 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.1243 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.1244 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.1245 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCF.sub.3Ia.1246 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCF.sub.3Ia.1247 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCF.sub.3Ia.1248 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SO-cyclopropy lIa.1249 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SO-cyclopropy lIa.1250 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SO-cyclopropy lIa.1251 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCH.sub.3Ia.1252 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCH.sub.3Ia.1253 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCH.sub.3Ia.1254 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1255 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1256 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1257 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.1258 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.1259 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.1260 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.1261 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.1262 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.1263 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 -cyclopropylIa.1264 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 -cyclopropylIa.1265 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 -cyclopropylIa.1266 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.1267 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.1268 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.1269 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1270 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1271 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1272 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)FIa.1273 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)FIa.1274 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)FIa.1275 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)ClIa.1276 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)ClIa.1277 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)ClIa.1278 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)BrIa.1279 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)BrIa.1280 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)BrIa.1281 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)IIa.1282 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)IIa.1283 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)IIa.1284 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)CNIa.1285 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)CNIa.1286 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)CNIa.1287 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SCNIa.1288 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SCNIa.1289 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SCNIa.1290 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SCHF.sub.2Ia.1291 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SCHF.sub.2Ia.1292 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SCHF.sub.2Ia.1293 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SCF.sub.3 - Ia.1294 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3 )SCF.sub.3Ia.1295 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SCF.sub.3Ia.1296 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)S-cyclopropyl OIa.1297 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)S-cyclopropyl aIa.1298 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)S-cyclopropyl rIa.1299 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCHF.sub.2Ia.1300 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCHF.sub.2Ia.1301 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCHF.sub.2Ia.1302 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCF.sub.3Ia.1303 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCF.sub.3Ia.1304 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCF.sub.3Ia.1305 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SO-cyclopropy lIa.1306 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SO-cyclopropy lIa.1307 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SO-cyclopropy lIa.1308 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCH.sub.3Ia.1309 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCH.sub.3Ia.1310 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCH.sub.3Ia.1311 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.1312 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.1313 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.1314 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CHF.sub.2Ia.1315 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CHF.sub.2Ia.1316 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CHF.sub.2Ia.1317 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.1318 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.1319 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.1320 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 -cyclopropylIa.1321 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 -cyclopropylIa.1322 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 -cyclopropylIa.1323 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.1324 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.1325 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.1326 F Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.1327 Cl Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.1328 H Cl CH.sub.2 CH.sub.2 CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.1329 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 FIa.1330 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 FIa.1331 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 FIa.1332 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 ClIa.1333 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 ClIa.1334 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 ClIa.1335 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 BrIa.1336 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 BrIa.1337 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 BrIa.1338 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 IIa.1339 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 IIa.1340 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 IIa.1341 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 CNIa.1342 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 CNIa.1343 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 CNIa.1344 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SCNIa.1345 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SCNIa.1346 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SCNIa.1347 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SCHF.sub.2Ia.1348 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SCHF.sub.2Ia.1349 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SCHF.sub.2Ia.1350 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SCF.sub.3Ia.1351 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SCF.sub.3Ia.1352 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SCF.sub.3Ia.1353 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 S-cyclopropyl 7Ia.1354 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 S-cyclopropyl ,Ia.1355 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 S-cyclopropyl 1Ia.1356 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.1357 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.1358 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.1359 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SOCF.sub.3Ia.1360 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SOCF.sub.3Ia.1361 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SOCF.sub.3Ia.1362 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SO-cyclopropy lIa.1363 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SO-cyclopropy lIa.1364 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SO-cyclopropy lIa.1365 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SOCH.sub.3Ia.1366 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SOCH.sub.3Ia.1367 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SOCH.sub.3Ia.1368 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1369 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1370 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1371 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.1372 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.1373 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.1374 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.1375 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.1376 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.1377 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1378 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1379 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1380 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.1381 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.1382 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.1383 H Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1384 F Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1385 Cl Cl CH(CH.sub.2 CH.sub.3)CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1386 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 FIa.1387 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 FIa.1388 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 FIa.1389 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 ClIa.1390 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 ClIa.1391 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 ClIa.1392 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 BrIa.1393 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 BrIa.1394 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 BrIa.1395 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 IIa.1396 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 IIa.1397 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 IIa.1398 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 CNIa.1399 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 CNIa.1400 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 CNIa.1401 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SCNIa.1402 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SCNIa.1403 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SCNIa.1404 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SCHF.sub.2Ia.1405 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SCHF.sub.2Ia.1406 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SCHF.sub.2Ia.1407 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SCF.sub.3Ia.1408 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SCF.sub.3Ia.1409 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SCF.sub.3Ia.1410 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 S-cyclopropyl 9Ia.1411 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 S-cyclopropyl 6Ia.1412 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 S-cyclopropyl uIa.1413 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.1414 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.1415 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.1416 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCF.sub.3Ia.1417 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCF.sub.3Ia.1418 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCF.sub.3Ia.1419 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SO-cyclopropy lIa.1420 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SO-cyclopropy lIa.1421 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SO-cyclopropy lIa.1422 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.3Ia.1423 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.3Ia.1424 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.3Ia.1425 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1426 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1427 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1428 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.1429 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.1430 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.1431 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.1432 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.1433 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.1434 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 -cyclopropylIa.1435 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 -cyclopropylIa.1436 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 -cyclopropylIa.1437 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.1438 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.1439 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.1440 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1441 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1442 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1443 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)FIa.1444 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)FIa.1445 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)FIa.1446 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)ClIa.1447 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)ClIa.1448 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)ClIa.1449 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)BrIa.1450 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)BrIa.1451 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)BrIa.1452 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)IIa.1453 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)IIa.1454 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)IIa.1455 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)CNIa.1456 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)CNIa.1457 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)CNIa.1458 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SCNIa.1459 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SCNIa.1460 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SCNIa.1461 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SCHF.sub.2Ia.1462 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SCHF.sub.2Ia.1463 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SCHF.sub.2Ia.1464 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SCF.sub.3Ia.1465 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SCF.sub.3Ia.1466 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SCF.sub.3Ia.1467 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)S-cyclopropyl .Ia.1468 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)S-cyclopropyl NIa.1469 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)S-cyclopropyl OIa.1470 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.1471 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.1472 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.1473 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCF.sub.3Ia.1474 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCF.sub.3Ia.1475 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCF.sub.3Ia.1476 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SO-cyclopropy lIa.1477 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SO-cyclopropy lIa.1478 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SO-cyclopropy lIa.1479 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCH.sub.3Ia.1480 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCH.sub.3Ia.1481 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCH.sub.3Ia.1482 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.2Ia.1483 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.2Ia.1484 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.2Ia.1485 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.1486 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.1487 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.1488 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.1489 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.1490 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.1491 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropylIa.1492 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropylIa.1493 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropylIa.1494 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.1495 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.1496 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.1497 H Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.1498 F Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.1499 Cl Cl CH.sub.2 CH.sub.2 CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.1500 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 FIa.1501 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 FIa.1502 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 FIa.1503 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 ClIa.1504 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 ClIa.1505 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 ClIa.1506 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 BrIa.1507 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 BrIa.1508 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 BrIa.1509 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 IIa.1510 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 IIa.1511 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 IIa.1512 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 CNIa.1513 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 CNIa.1514 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 CNIa.1515 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SCNIa.1516 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SCNIa.1517 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SCNIa.1518 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SCHF.sub.2Ia.1519 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SCHF.sub.2Ia.1520 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SCHF.sub.2Ia.1521 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SCF.sub.3Ia.1522 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SCF.sub.3Ia.1523 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SCF.sub.3Ia.1524 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 S-cyclopropyl NIa.1525 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 S-cyclopropyl OIa.1526 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 S-cyclopropyl oIa.1527 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.1528 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.1529 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.1530 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SOCF.sub.3Ia.1531 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SOCF.sub.3Ia.1532 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SOCF.sub.3Ia.1533 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SO-cyclopropy lIa.1534 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SO-cyclopropy lIa.1535 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SO-cyclopropy lIa.1536 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.3Ia.1537 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.3Ia.1538 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.3Ia.1539 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1540 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1541 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1542 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.1543 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.1544 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.1545 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.1546 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.1547 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.1548 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 -cyclopropylIa.1549 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 -cyclopropylIa.1550 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 -cyclopropylIa.1551 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.1552 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.1553 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.1554 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1555 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1556 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1557 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)FIa.1558 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)FIa.1559 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)FIa.1560 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)ClIa.1561 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)ClIa.1562 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)ClIa.1563 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)BrIa.1564 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)BrIa.1565 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)BrIa.1566 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)IIa.1567 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)IIa.1568 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)IIa.1569 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)CNIa.1570 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)CNIa.1571 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)CNIa.1572 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SCNIa.1573 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SCNIa.1574 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SCNIa.1575 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SCHF.sub.2Ia.1576 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SCHF.sub.2Ia.1577 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SCHF.sub.2Ia.1578 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SCF.sub.3Ia.1579 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SCF.sub.3Ia.1580 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SCF.sub.3Ia.1581 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)S-cyclopropyl NIa.1582 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)S-cyclopropyl OIa.1583 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)S-cyclopropyl .Ia.1584 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.1585 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.1586 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.1587 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCF.sub.3Ia.1588 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCF.sub.3Ia.1589 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCF.sub.3Ia.1590 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SO-cyclopropy lIa.1591 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SO-cyclopropy lIa.1592 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SO-cyclopropy lIa.1593 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCH.sub.3Ia.1594 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCH.sub.3Ia.1595 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCH.sub.3Ia.1596 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.1597 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.1598 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.1599 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.1600 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.1601 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.1602 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.1603 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.1604 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.1605 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropylIa.1606 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropylIa.1607 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropylIa.1608 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.1609 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.1610 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.1611 H Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3 CH.sub.3Ia.1612 F Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3 CH.sub.3Ia.1613 Cl Cl CH.sub.2 CH(CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3 CH.sub.3Ia.1614 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)FIa.1615 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)FIa.1616 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)FIa.1617 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)ClIa.1618 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)ClIa.1619 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)ClIa.1620 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)BrIa.1621 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)BrIa.1622 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)BrIa.1623 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)IIa.1624 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)IIa.1625 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)IIa.1626 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)CNIa.1627 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)CNIa.1628 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)CNIa.1629 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SCNIa.1630 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SCNIa.1631 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SCNIa.1632 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SCHF.sub.2Ia.1633 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SCHF.sub.2Ia.1634 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SCHF.sub.2Ia.1635 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SCF.sub.3Ia.1636 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SCF.sub.3Ia.1637 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SCF.sub.3Ia.1638 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)S-cyclopropyl NIa.1639 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)S-cyclopropyl OIa.1640 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)S-cyclopropyl 4Ia.1641 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SOCH.sub.3Ia.1642 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SOCH.sub.3Ia.1643 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SOCH.sub.3Ia.1644 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.1645 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.1646 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.1647 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.1648 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.1649 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.1650 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.1651 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.1652 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.1653 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropylIa.1654 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropylIa.1655 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropylIa.1656 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.1657 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.1658 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.1659 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.1660 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.1661 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.1662 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.1663 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.1664 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.1665 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SOCF.sub.3Ia.1666 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SOCF.sub.3Ia.1667 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SOCF.sub.3Ia.1668 H Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SO-cyclopropy lIa.1669 F Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SO-cyclopropy lIa.1670 Cl Cl CH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)SO-cyclopropy lIa.1671 H Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 FIa.1672 F Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 FIa.1673 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 FIa.1674 H Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 ClIa.1675 F Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 ClIa.1676 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 ClIa.1677 H Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 BrIa.1678 F Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 BrIa.1679 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 BrIa.1680 H Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 IIa.1681 F Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 IIa.1682 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 IIa.1683 H Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 CNIa.1684 F Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 CNIa.1685 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 CNIa.1686 H Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SCNIa.1687 F Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SCNIa.1688 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SCNIa.1689 H Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SCHF.sub.2Ia.1690 F Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SCHF.sub.2Ia.1691 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SCHF.sub.2Ia.1692 H Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SCF.sub.3Ia.1693 F Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SCF.sub.3Ia.1694 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SCF.sub.3Ia.1695 H Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 S-cyclopropylIa.1696 F Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 S-cyclopropylIa.1697 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 S-cyclopropylIa.1698 H Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.1699 F Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.1700 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SOCHF.sub.2Ia.1701 H Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SOCF.sub.3Ia.1702 F Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SOCF.sub.3Ia.1703 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SOCF.sub.3Ia.1704 H Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SO-cyclopropylIa.1705 F Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SO-cyclopropylIa.1706 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SO-cyclopropylIa.1707 H Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1708 F Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1709 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1710 H Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.1711 F Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.1712 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.1713 H Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.1714 F Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.1715 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.1716 H Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1717 F Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1718 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1719 H Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.1720 F Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.1721 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.1722 H Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1723 F Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1724 Cl Cl C(CH.sub.3).sub.2 CH.sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1725 H Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 FIa.1726 F Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 FIa.1727 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 FIa.1728 H Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 ClIa.1729 F Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 ClIa.1730 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 ClIa.1731 H Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 BrIa.1732 F Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 BrIa.1733 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 BrIa.1734 H Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 IIa.1735 F Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 IIa.1736 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 IIa.1737 H Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 CNIa.1738 F Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 CNIa.1739 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 CNIa.1740 H Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SCNIa.1741 F Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SCNIa.1742 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SCNIa.1743 H Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SCHF.sub.2Ia.1744 F Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SCHF.sub.2Ia.1745 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SCHF.sub.2Ia.1746 H Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SCF.sub.3Ia.1747 F Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SCF.sub.3Ia.1748 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SCF.sub.3Ia.1749 H Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 S-cyclopropylIa.1750 F Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 S-cyclopropylIa.1751 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 S-cyclopropylIa.1752 H Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SOCHF.sub.2Ia.1753 F Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SOCHF.sub.2Ia.1754 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SOCHF.sub.2Ia.1755 H Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SOCF.sub.3Ia.1756 F Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SOCF.sub.3Ia.1757 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SOCF.sub.3Ia.1758 H Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 -cyclopropylIa.1759 F Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 -cyclopropylIa.1760 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 -cyclopropylIa.1761 H Cl CH.sub.2 C(CH.sub.3)2CH.sub.2 SOCH.sub.3Ia.1762 F Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SOCH.sub.3Ia.1763 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SOCH.sub.3Ia.1764 H Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1765 F Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1766 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SOCH.sub.2 CH.sub.3Ia.1767 H Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.1768 F Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.1769 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CHF.sub.2Ia.1770 H Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.1771 F Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.1772 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CF.sub.3Ia.1773 H Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1774 F Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1775 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 -cyclopropylIa.1776 H Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.1777 F Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.1778 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CH.sub.3Ia.1779 H Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1780 F Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1781 Cl Cl CH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1782 H Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 FIa.1783 F Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 FIa.1784 Cl Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 FIa.1785 H Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 ClIa.1786 F Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 ClIa.1787 Cl Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 ClIa.1788 H Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 BrIa.1789 F Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 BrIa.1790 Cl Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 BrIa.1791 H Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 IIa.1792 F Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 IIa.1793 Cl Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 IIa.1794 H Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 CNIa.1795 F Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 CNIa.1796 Cl Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 CNIa.1797 H Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SCNIa.1798 F Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SCNIa.1799 Cl Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SCNIa.1800 H Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SCHF.sub.2Ia.1801 F Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SCHF.sub.2Ia.1802 Cl Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SCHF.sub.2Ia.1803 H Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SCF.sub.2Ia.1804 F Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SCF.sub.2Ia.1805 Cl Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SCF.sub.2Ia.1806 H Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 S-cyclopropylIa.1807 F Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 S-cyclopropylIa.1808 Cl Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 S-cyclopropylIa.1809 H Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SOCHF.sub.2Ia.1810 F Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SOCHF.sub.2Ia.1811 Cl Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SOCHF.sub.2Ia.1812 H Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SOCF.sub.2Ia.1813 F Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SOCF.sub.2Ia.1814 Cl Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SOCF.sub.2Ia.1815 H Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SO-cyclopropylIa.1816 F Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SO-cyclopropylIa.1817 Cl Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SO-cyclopropylIa.1818 H Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SOCH.sub.3Ia.1819 F Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SOCH.sub.3Ia.1820 Cl Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SOCH.sub.3Ia.1821 H Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SOCH.sub.2 CH.sub.3Ia.1822 F Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SOCH.sub.2 CH.sub.3Ia.1823 Cl Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SOCH.sub.2 CH.sub.3Ia.1824 H Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CHF.sub.2Ia.1825 F Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CHF.sub.2Ia.1826 Cl Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CHF.sub.2Ia.1827 H Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CF.sub.3Ia.1828 F Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CF.sub.3Ia.1829 Cl Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CF.sub.3Ia.1830 H Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 -cyclopropylIa.1831 F Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 -cyclopropylIa.1832 Cl Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 -cyclopropylIa.1833 H Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CH.sub.3Ia.1834 F Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CH.sub.3Ia.1835 Cl Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CH.sub.3Ia.1836 H Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CH.sub.3 CH.sub.3Ia.1837 F Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CH.sub.3 CH.sub.3Ia.1838 Cl Cl CH.sub.2 CH.sub.2 C(CH.sub.3).sub.2 SO.sub.2 CH.sub.3 CH.sub.3Ia.1839 H Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 FIa.1840 F Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 FIa.1841 Cl Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 FIa.1842 H Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 ClIa.1843 F Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 ClIa.1844 Cl Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 ClIa.1845 H Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 BrIa.1846 F Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 BrIa.1847 Cl Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 BrIa.1848 H Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 IIa.1849 F Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 IIa.1850 Cl Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 IIa.1851 H Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 CNIa.1852 F Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 CNIa.1853 Cl Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 CNIa.1854 H Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SCNIa.1855 F Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SCNIa.1856 Cl Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SCNIa.1857 H Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SCHF.sub.2Ia.1858 F Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SCHF.sub.2Ia.1859 Cl Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SCHF.sub.2Ia.1860 H Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SCF.sub.3Ia.1861 F Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SCF.sub.3Ia.1862 Cl Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SCF.sub.3Ia.1863 H Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 S-cyclopropylIa.1864 F Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 S-cyclopropylIa.1865 Cl Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 S-cyclopropylIa.1866 H Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.1867 F Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.1868 Cl Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.1869 H Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SOCF.sub.3Ia.1870 F Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SOCF.sub.3Ia.1871 Cl Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SOCF.sub.3Ia.1872 H Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 --SO-cyclopropylIa.1873 F Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 --SO-cyclopropylIa.1874 Cl Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 --SO-cyclopropylIa.1875 H Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 --SOCH.sub.3Ia.1876 F Cl CH(CH.sub.3)CH(CH.sub.3)CH2--SOCH.sub.3Ia.1877 Cl Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 --SOCH.sub.3Ia.1878 H Cl CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.1879 F Cl CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.1880 Cl Cl CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.1881 H Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2 NIa.1882 F Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2 OIa.1883 Cl Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2 ZIa.1884 H Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.1885 F Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.1886 Cl Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.1887 H Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SO.sub.2 -cycloprop ylIa.1888 F Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SO.sub.2 -cycloprop ylIa.1889 Cl Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SO.sub.2 -cycloprop ylIa.1890 H Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.1891 F Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.1892 Cl Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.1893 H Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1894 F Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1895 Cl Cl CH(CH.sub.3)CH(CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.1896 H Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)FIa.1897 F Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)FIa.1898 Cl Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)FIa.1899 H Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)ClIa.1900 F Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)ClIa.1901 Cl Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)ClIa.1902 H Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)BrIa.1903 F Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)BrIa.1904 Cl Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)BrIa.1905 H Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)IIa.1906 F Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)IIa.1907 Cl Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)IIa.1908 H Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)CNIa.1909 F Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)CNIa.1910 Cl Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)CNIa.1911 H Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SCNIa.1912 F Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SCNIa.1913 Cl Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SCNIa.1914 H Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SCHF.sub.2Ia.1915 F Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SCHF.sub.2Ia.1916 Cl Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SCHF.sub.2Ia.1917 H Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SCF.sub.3Ia.1918 F Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SCF.sub.3Ia.1919 Cl Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SCF.sub.3Ia.1920 H Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)S-cyclopropylIa.1921 F Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)S-cyclopropylIa.1922 Cl Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)S-cyclopropylIa.1923 H Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SOCHF.sub.2Ia.1924 F Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SOCHF.sub.2Ia.1925 Cl Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SOCHF.sub.2Ia.1926 H Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SOCF.sub.3Ia.1927 F Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SOCF.sub.3Ia.1928 Cl Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SOCF.sub.3Ia.1929 H Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SO-cyclopropylIa.1930 F Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SO-cyclopropylIa.1931 Cl Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SO-cyclopropylIa.1932 H Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SOCH.sub.3Ia.1933 F Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SOCH.sub.3Ia.1934 Cl Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SOCH.sub.3Ia.1935 H Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.1936 F Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.1937 Cl Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.1938 H Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CHF.sub.2 NIa.1939 F Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CHF.sub.2 OIa.1940 Cl Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CHF.sub.2 .Ia.1941 H Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.1942 F Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.1943 Cl Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.1944 H Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.1945 F Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.1946 Cl Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.1947 H Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.1948 F Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.1949 Cl Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.1950 H Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 -cycloprop ylIa.1951 F Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 -cycloprop ylIa.1952 Cl Cl CH.sub.2 CH(CH.sub.3)CH(CH.sub.3)SO.sub.2 -cycloprop ylIa.1953 H Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)FIa.1954 F Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)FIa.1955 Cl Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)FIa.1956 H Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)ClIa.1957 F Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)ClIa.1958 Cl Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)ClIa.1959 H Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)BrIa.1960 F Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)BrIa.1961 Cl Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)BrIa.1962 H Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)IIa.1963 F Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)IIa.1964 Cl Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)IIa.1965 H Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)CNIa.1966 F Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)CNIa.1967 Cl Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)CNIa.1968 H Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SCNIa.1969 F Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SCNIa.1970 Cl Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SCNIa.1971 H Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SCHF.sub.2Ia.1972 F Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SCHF.sub.2Ia.1973 Cl Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SCHF.sub.2Ia.1974 H Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SCF.sub.3Ia.1975 F Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SCF.sub.3Ia.1976 Cl Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SCF.sub.3Ia.1977 H Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)S-cyclopropylIa.1978 F Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)S-cyclopropylIa.1979 Cl Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)S-cyclopropylIa.1980 H Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SOCHF.sub.2Ia.1981 F Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SOCHF.sub.2Ia.1982 Cl Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SOCHF.sub.2Ia.1983 H Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SOCF.sub.3Ia.1984 F Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SOCF.sub.3Ia.1985 Cl Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SOCF.sub.3Ia.1986 H Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SO-cyclopropylIa.1987 F Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SO-cyclopropylIa.1988 Cl Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SO-cyclopropylIa.1989 H Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SOCH.sub.3Ia.1990 F Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SOCH.sub.3Ia.1991 Cl Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SOCH.sub.3Ia.1992 H Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.1993 F Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.1994 Cl Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.1995 H Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SO.sub.2 CHF.sub.2 NIa.1996 F Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SO.sub.2 CHF.sub.2 OIa.1997 Cl Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SO.sub.2 CHF.sub.2 rIa.1998 H Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.1999 F Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.2000 Cl Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.2001 H Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SO.sub.2 -cycloprop ylIa.2002 F Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SO.sub.2 -cycloprop ylIa.2003 Cl Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SO.sub.2 -cycloprop ylIa.2004 H Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.2005 F Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.2006 Cl Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.2007 H Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.2008 F Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.2009 Cl Cl CH(CH.sub.3)CH.sub.2 CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.2010 H Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 FIa.2011 F Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 FIa.2012 Cl Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 FIa.2013 H Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 ClIa.2014 F Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 ClIa.2015 Cl Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 ClIa.2016 H Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 BrIa.2017 F Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 BrIa.2018 Cl Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 BrIa.2019 H Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 IIa.2020 F Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 IIa.2021 Cl Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 IIa.2022 H Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 CNIa.2023 F Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 CNIa.2024 Cl Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 CNIa.2025 H Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SCNIa.2026 F Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SCNIa.2027 Cl Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SCNIa.2028 H Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SCHF.sub.2Ia.2029 F Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SCHF.sub.2Ia.2030 Cl Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SCHF.sub.2Ia.2031 H Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SCF.sub.3Ia.2032 F Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SCF.sub.3Ia.2033 Cl Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SCF.sub.3Ia.2034 H Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 S-cyclopropyl NIa.2035 F Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 S-cyclopropyl OIa.2036 Cl Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 S-cyclopropyl .Ia.2037 H Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.2038 F Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.2039 Cl Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SOCHF.sub.2Ia.2040 H Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SOCF.sub.3Ia.2041 F Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SOCF.sub.3Ia.2042 Cl Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SOCF.sub.3Ia.2043 H Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SO-cyclopropy lIa.2044 F Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SO-cyclopropy lIa.2045 Cl Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SO-cyclopropy lIa.2046 H Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.3Ia.2047 F Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.3Ia.2048 Cl Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.3Ia.2049 H Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.2050 F Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.2051 Cl Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.2052 H Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.2053 F Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.2054 Cl Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CHF.sub.2Ia.2055 H Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.2056 F Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.2057 Cl Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CF.sub.3Ia.2058 H Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 -cyclopropylIa.2059 F Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 -cyclopropylIa.2060 Cl Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 -cyclopropylIa.2061 H Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.2062 F Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.2063 Cl Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.3Ia.2064 H Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.2065 F Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.2066 Cl Cl C(CH.sub.3)(CH.sub.2 CH.sub.3)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.2067 H Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)FIa.2068 F Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)FIa.2069 Cl Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)FIa.2070 H Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)ClIa.2071 F Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)ClIa.2072 Cl Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)ClIa.2073 H Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)BrIa.2074 F Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)BrIa.2075 Cl Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)BrIa.2076 H Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)IIa.2077 F Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)IIa.2078 Cl Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)IIa.2079 H Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)CNIa.2080 F Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)CNIa.2081 Cl Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)CNIa.2082 H Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SCNIa.2083 F Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SCNIa.2084 Cl Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SCNIa.2085 H Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SCHF.sub.2Ia.2086 F Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SCHF.sub.2Ia.2087 Cl Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SCHF.sub.2Ia.2088 H Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SCF.sub.3Ia.2089 F Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SCF.sub.3Ia.2090 Cl Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SCF.sub.3Ia.2091 H Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)S-cyclopropylIa.2092 F Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)S-cyclopropylIa.2093 Cl Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)S-cyclopropylIa.2094 H Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.2095 F Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.2096 Cl Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.2097 H Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SOCF.sub.3Ia.2098 F Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SOCF.sub.3Ia.2099 Cl Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SOCF.sub.3Ia.2100 H Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SO-cyclopropylIa.2101 F Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SO-cyclopropylIa.2102 Cl Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SO-cyclopropylIa.2103 H Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SOCH.sub.3Ia.2104 F Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SOCH.sub.3Ia.2105 Cl Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SOCH.sub.3Ia.2106 H Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.2107 F Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.2108 Cl Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.2109 H Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2 NIa.2110 F Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2 OIa.2111 Cl Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2 6Ia.2112 H Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.2113 F Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.2114 Cl Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.2115 H Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SO.sub.2 -cycloprop ylIa.2116 F Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SO.sub.2 -cycloprop ylIa.2117 Cl Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SO.sub.2 -cycloprop ylIa.2118 H Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.2119 F Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.2120 Cl Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.2121 H Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.2122 F Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.2123 Cl Cl CH(CH.sub.3)CH(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.2124 H Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)FIa.2125 F Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)FIa.2126 Cl Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)FIa.2127 H Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)ClIa.2128 F Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)ClIa.2129 Cl Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)ClIa.2130 H Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)BrIa.2131 F Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)BrIa.2132 Cl Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)BrIa.2133 H Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)IIa.2134 F Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)IIa.2135 Cl Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)IIa.2136 H Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)CNIa.2137 F Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)CNIa.2138 Cl Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)CNIa.2139 H Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SCNIa.2140 F Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SCNIa.2141 Cl Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SCNIa.2142 H Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SCHF.sub.2Ia.2143 F Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SCHF.sub.2Ia.2144 Cl Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SCHF.sub.2Ia.2145 H Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SCF.sub.3Ia.2146 F Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SCF.sub.3Ia.2147 Cl Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SCF.sub.3Ia.2148 H Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)S-cyclopropylIa.2149 F Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)S-cyclopropylIa.2150 Cl Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)S-cyclopropylIa.2151 H Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SOCHF.sub.2Ia.2152 F Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SOCHF.sub.2Ia.2153 Cl Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SOCHF.sub.2Ia.2154 H Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SOCF.sub.3Ia.2155 F Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SOCF.sub.3Ia.2156 Cl Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SOCF.sub.3Ia.2157 H Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SO-cyclopropylIa.2158 F Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SO-cyclopropylIa.2159 Cl Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SO-cyclopropylIa.2160 H Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SOCH.sub.3Ia.2161 F Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SOCH.sub.3Ia.2162 Cl Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SOCH.sub.3Ia.2163 H Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.2164 F Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.2165 Cl Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SOCH.sub.2 CH.sub.3Ia.2166 H Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SO.sub.2 CHF.sub.2 NIa.2167 F Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SO.sub.2 CHF.sub.2 OIa.2168 Cl Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SO.sub.2 CHF.sub.2 ZIa.2169 H Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.2170 F Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.2171 Cl Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SO.sub.2 CF.sub.3Ia.2172 H Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SO.sub.2 -cycloprop ylIa.2173 F Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SO.sub.2 -cycloprop ylIa.2174 Cl Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SO.sub.2 -cycloprop ylIa.2175 H Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.2176 F Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.2177 Cl Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.3Ia.2178 H Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.2179 F Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.2180 Cl Cl CH(CH.sub.2 CH.sub.3)CH(CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.2181 H Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)FIa.2182 F Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)FIa.2183 Cl Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)FIa.2184 H Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)ClIa.2185 F Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)ClIa.2186 Cl Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)ClIa.2187 H Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)BrIa.2188 F Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)BrIa.2189 Cl Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)BrIa.2190 H Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)IIa.2191 F Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)IIa.2192 Cl Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)IIa.2193 H Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)CNIa.2194 F Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)CNIa.2195 Cl Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)CNIa.2196 H Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SCNIa.2197 F Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SCNIa.2198 Cl Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SCNIa.2199 H Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SCHF.sub.2Ia.2200 F Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SCHF.sub.2Ia.2201 Cl Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SCHF.sub.2Ia.2202 H Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SCF.sub.3Ia.2203 F Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SCF.sub.3Ia.2204 Cl Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SCF.sub.3Ia.2205 H Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)S-cyclopropyl NIa.2206 F Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)S-cyclopropyl OIa.2207 Cl Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)S-cyclopropyl .Ia.2208 H Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.2209 F Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.2210 Cl Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SOCHF.sub.2Ia.2211 H Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SOCF.sub.3Ia.2212 F Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SOCF.sub.3Ia.2213 Cl Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SOCF.sub.3Ia.2214 H Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SO-cyclopropy lIa.2215 F Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SO-cyclopropy lIa.2216 Cl Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SO-cyclopropy lIa.2217 H Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SOCH.sub.3Ia.2218 F Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SOCH.sub.3Ia.2219 Cl Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SOCH.sub.3Ia.2220 H Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.2221 F Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.2222 Cl Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SOCH.sub.2 CH.sub.3Ia.2223 H Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.2224 F Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.2225 Cl Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SO.sub.2 CHF.sub.2Ia.2226 H Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.2227 F Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.2228 Cl Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SO.sub.2 CF.sub.3Ia.2229 H Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropylIa.2230 F Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropylIa.2231 Cl Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SO.sub.2 -cyclopropylIa.2232 H Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.2233 F Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.2234 Cl Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.3Ia.2235 H Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.2236 F Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.2237 Cl Cl CH.sub.2 C(CH.sub.3)(CH.sub.2 CH.sub.3)SO.sub.2 CH.sub.2 CH.sub.3Ia.2238 H Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 FIa.2239 F Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 FIa.2240 Cl Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 FIa.2241 H Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 ClIa.2242 F Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 ClIa.2243 Cl Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 ClIa.2244 H Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 BrIa.2245 F Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 BrIa.2246 Cl Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 BrIa.2247 H Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 IIa.2248 F Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 IIa.2249 Cl Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 IIa.2250 H Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 CNIa.2251 F Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 CNIa.2252 Cl Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 CNIa.2253 H Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SCNIa.2254 F Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SCNIa.2255 Cl Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SCNIa.2256 H Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SCHF.sub.2Ia.2257 F Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SCHF.sub.2Ia.2258 Cl Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SCHF.sub.2Ia.2259 H Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SCF.sub.3Ia.2260 F Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SCF.sub.3Ia.2261 Cl Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SCF.sub.3Ia.2262 H Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 S-cyclopropylIa.2263 F Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 S-cyclopropylIa.2264 Cl Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 S-cyclopropylIa.2265 H Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SOCHF.sub.2Ia.2266 F Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SOCHF.sub.2Ia.2267 Cl Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SOCHF.sub.2Ia.2268 H Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SOCF.sub.3Ia.2269 F Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SOCF.sub.3Ia.2270 Cl Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SOCF.sub.3Ia.2271 H Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SO-cyclopropylIa.2272 F Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SO-cyclopropylIa.2273 Cl Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SO-cyclopropylIa.2274 H Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SOCH.sub.3Ia.2275 F Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SOCH.sub.3Ia.2276 Cl Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SOCH.sub.3Ia.2277 H Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.2278 F Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.2279 Cl Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SOCH.sub.2 CH.sub.3Ia.2280 H Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SOCHF.sub.2Ia.2281 F Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SOCHF.sub.2Ia.2282 Cl Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SOCHF.sub.2Ia.2283 H Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SO.sub.2 CF.sub.3Ia.2284 F Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SO.sub.2 CF.sub.3Ia.2285 Cl Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SO.sub.2 CF.sub.3Ia.2286 H Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SO.sub.2 CH.sub.3Ia.2287 F Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SO.sub.2 CH.sub.3Ia.2288 Cl Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SO.sub.2 CH.sub.3Ia.2289 H Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.2290 F Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.2291 Cl Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SO.sub.2 CH.sub.2 CH.sub.3Ia.2292 H Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SO.sub.2 -cyclopropyl NIa.2293 F Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SO.sub.2 -cyclopropyl OIa.2294 Cl Cl CH(CH(CH.sub.3).sub.2)CH.sub.2 SO.sub.2 -cyclopropyl rIa.2295 H Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)FIa.2296 F Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)FIa.2297 Cl Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)FIa.2298 H Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)ClIa.2299 F Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)ClIa.2300 Cl Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)ClIa.2301 H Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)BrIa.2302 F Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)BrIa.2303 Cl Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)BrIa.2304 H Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)IIa.2305 F Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)IIa.2306 Cl Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)IIa.2307 H Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)CNIa.2308 F Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)CNIa.2309 Cl Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)CNIa.2310 H Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SCNIa.2311 F Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SCNIa.2312 Cl Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SCNIa.2313 H Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SCHF.sub.2Ia.2314 F Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SCHF.sub.2Ia.2315 Cl Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SCHF.sub.2Ia.2316 H Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SCF.sub.3Ia.2317 F Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SCF.sub.3Ia.2318 Cl Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SCF.sub.3Ia.2319 H Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)S-cyclopropylIa.2320 F Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)S-cyclopropylIa.2321 Cl Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)S-cyclopropylIa.2322 H Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SOCHF.sub.2Ia.2323 F Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SOCHF.sub.2Ia.2324 Cl Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SOCHF.sub.2Ia.2325 H Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SOCF.sub.3Ia.2326 F Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SOCF.sub.3Ia.2327 Cl Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SOCF.sub.3Ia.2328 H Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SO-cyclopropylIa.2329 F Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SO-cyclopropylIa.2330 Cl Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SO-cyclopropylIa.2331 H Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SOCH.sub.3Ia.2332 F Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SOCH.sub.3Ia.2333 Cl Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SOCH.sub.3Ia.2334 H Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SOCH.sub.2 CH.sub.3Ia.2335 F Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SOCH.sub.2 CH.sub.3Ia.2336 Cl Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SOCH.sub.2 CH.sub.3Ia.2337 H Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SO.sub.2 CHF.sub.2Ia.2338 F Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SO.sub.2 CHF.sub.2Ia.2339 Cl Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SO.sub.2 CHF.sub.2Ia.2340 H Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SO.sub.2 CF.sub.3Ia.2341 F Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SO.sub.2 CF.sub.3Ia.2342 Cl Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SO.sub.2 CF.sub.3Ia.2343 H Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SO.sub.2 -cyclopropyl NIa.2344 F Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SO.sub.2 -cyclopropyl OIa.2345 Cl Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SO.sub.2 -cyclopropyl sIa.2346 H Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SO.sub.2 CH.sub.3Ia.2347 F Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SO.sub.2 CH.sub.3Ia.2348 Cl Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SO.sub.2 CH.sub.3Ia.2349 H Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SO.sub.2 CH.sub.2 CH.sub.3Ia.2350 F Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SO.sub.2 CH.sub.2 CH.sub.3Ia.2351 Cl Cl CH.sub.2 CH(CH(CH.sub.3).sub.2)SO.sub.2 CH.sub.2 CH.sub.3Ia.2352 H Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)FIa.2353 F Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)FIa.2354 Cl Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)FIa.2355 H Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)ClIa.2356 F Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)ClIa.2357 Cl Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)ClIa.2358 H Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)BrIa.2359 F Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)BrIa.2360 Cl Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)BrIa.2361 H Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)IIa.2362 F Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)IIa.2363 Cl Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)IIa.2364 H Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)CNIa.2365 F Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)CNIa.2366 Cl Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)CNIa.2367 H Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SCNIa.2368 F Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SCNIa.2369 Cl Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SCNIa.2370 H Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SCHF.sub.2Ia.2371 F Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SCHF.sub.2Ia.2372 Cl Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SCHF.sub.2Ia.2373 H Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SCF.sub.3Ia.2374 F Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SCF.sub.3Ia.2375 Cl Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SCF.sub.3Ia.2376 H Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)S-cyclopropylIa.2377 F Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)S-cyclopropylIa.2378 Cl Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)S-cyclopropylIa.2379 H Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SOCHF.sub.2Ia.2380 F Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SOCHF.sub.2Ia.2381 Cl Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SOCHF.sub.2Ia.2382 H Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SOCF.sub.3Ia.2383 F Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SOCF.sub.3Ia.2384 Cl Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SOCF.sub.3Ia.2385 H Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SO-cyclopropylIa.2386 F Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SO-cyclopropylIa.2387 Cl Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SO-cyclopropylIa.2388 H Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SOCH.sub.3Ia.2389 F Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SOCH.sub.3Ia.2390 Cl Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SOCH.sub.3Ia.2391 H Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SOCH.sub.2 CH.sub.3Ia.2392 F Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SOCH.sub.2 CH.sub.3Ia.2393 Cl Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SOCH.sub.2 CH.sub.3Ia.2394 H Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SO.sub.2 CHF.sub.2Ia.2395 F Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SO.sub.2 CHF.sub.2Ia.2396 Cl Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SO.sub.2 CHF.sub.2Ia.2397 H Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SO.sub.2 CF.sub.3Ia.2398 F Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SO.sub.2 CF.sub.3Ia.2399 Cl Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SO.sub.2 CF.sub.3Ia.2400 H Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SO.sub.2 -cyclopropyl NIa.2401 F Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SO.sub.2 -cyclopropyl OIa.2402 Cl Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SO.sub.2 -cyclopropyl iIa.2403 H Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SO.sub.2 CH.sub.3Ia.2404 F Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SO.sub.2 CH.sub.3Ia.2405 Cl Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SO.sub.2 CH.sub.3Ia.2406 H Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SO.sub.2 CH.sub.2 CH.sub.3Ia.2407 F Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SO.sub.2 CH.sub.2 CH.sub.3Ia.2408 Cl Cl CH(CH.sub.2 CH(CH.sub.3).sub.2)SO.sub.2 CH.sub.2 CH.sub.3Ia.2409 H Cl CH.sub.2 CF.sub.3Ia.2410 F Cl CH.sub.2 CF.sub.3Ia.2411 Cl Cl CH.sub.2 CF.sub.3Ia.2412 H Cl CH.sub.2 CH.sub.2 CF.sub.3Ia.2413 F Cl CH.sub.2 CH.sub.2 CF.sub.3Ia.2414 Cl Cl CH.sub.2 CH.sub.2 CF.sub.3Ia.2415 H Cl CF.sub.2 CF.sub.3Ia.2416 F Cl CF.sub.2 CF.sub.3Ia.2417 Cl Cl CF.sub.2 CF.sub.3Ia.2418 H Cl CH(CF.sub.3).sub.2Ia.2419 F Cl CH(CF.sub.3).sub.2Ia.2420 Cl Cl CH(CF.sub.3).sub.2Ia.2421 H Cl CH.sub.2 CH(Cl)CH.sub.2 ClIa.2422 F Cl CH.sub.2 CH(Cl)CH.sub.2 ClIa.2423 Cl Cl CH.sub.2 CH(Cl)CH.sub.2 ClIa.2424 H Cl CH.sub.2 CH(CN)CH.sub.2 ClIa.2425 F Cl CH.sub.2 CH(CN)CH.sub.2 ClIa.2426 Cl Cl CH.sub.2 CH(CN)CH.sub.2 ClIa.2427 H Cl CH.sub.2 CH(Br)CH.sub.2 BrIa.2428 F Cl CH.sub.2 CH(Br)CH.sub.2 BrIa.2429 Cl Cl CH.sub.2 CH(Br)CH.sub.2 BrIa.2430 H Cl CH.sub.2 CH(Cl)CH.sub.2 CNIa.2431 F Cl CH.sub.2 CH(Cl)CH.sub.2 CNIa.2432 Cl Cl CH.sub.2 CH(Cl)CH.sub.2 CNIa.2433 H Cl CF.sub.2 CH.sub.3Ia.2434 F Cl CF.sub.2 CH.sub.3Ia.2435 Cl Cl CF.sub.2 CH.sub.3Ia.2436 H Cl CH(COOCH.sub.3)CNIa.2437 F Cl CH(COOCH.sub.3)CNIa.2438 Cl Cl CH(COOCH.sub.3)CNIa.2439 H Cl CH.sub.2 CH(Cl)COOCH.sub.3Ia.2440 F Cl CH.sub.2 CH(Cl)COOCH.sub.3Ia.2441 Cl Cl CH.sub.2 CH(Cl)COOCH.sub.3Ia.2442 H Cl CH(COOCH.sub.2 CH.sub.3)CNIa.2443 F Cl CH(COOCH.sub.2 CH.sub.3)CNIa.2444 Cl Cl CH(COOCH.sub.2 CH.sub.3)CNIa.2445 H Cl CH.sub.2 CH(Br)COOCH.sub.3Ia.2446 F Cl CH.sub.2 CH(Br)COOCH.sub.3Ia.2447 Cl Cl CH.sub.2 CH(Br)COOCH.sub.3Ia.2448 H Cl CH.sub.2 CH(I)COOCH.sub.3Ia.2449 F Cl CH.sub.2 CH(I)COOCH.sub.3Ia.2450 Cl Cl CH.sub.2 CH(I)COOCH.sub.3Ia.2451 H Cl CH.sub.2 CH(Cl)COOC.sub.2 H.sub.5Ia.2452 F Cl CH.sub.2 CH(Cl)COOC.sub.2 H.sub.5Ia.2453 Cl Cl CH.sub.2 CH(Cl)COOC.sub.2 H.sub.5Ia.2454 H Cl CH.sub.2 CH(Br)COOC.sub.2 C.sub.5Ia.2455 F Cl CH.sub.2 CH(Br)COOC.sub.2 H.sub.5Ia.2456 Cl Cl CH.sub.2 CH(Br)COOC.sub.2 H.sub.5Ia.2457 H Cl CH(COOCH.sub.3)CH.sub.2 FIa.2458 F Cl CH(COOCH.sub.3)CH.sub.2 FIa.2459 Cl Cl CH(COOCH.sub.3)CH.sub.2 FIa.2460 H Cl CH(COOCH.sub.3)CH.sub.2 ClIa.2461 F Cl CH(COOCH.sub.3)CH.sub.2 ClIa.2462 Cl Cl CH(COOCH.sub.3)CH.sub.2 ClIa.2463 H Cl CH(COOCH.sub.3)CH.sub.2 BrIa.2464 F Cl CH(COOCH.sub.3)CH.sub.2 BrIa.2465 Cl Cl CH(COOCH.sub.3)CH.sub.2 BrIa.2466 H Cl CH(COOCH.sub.3)CH.sub.2 IIa.2467 F Cl CH(COOCH.sub.3)CH.sub.2 IIa.2468 Cl Cl CH(COOCH.sub.3)CH.sub.2 IIa.2469 H Cl CH(COOC.sub.2 H.sub.5)CH.sub.2 FIa.2470 F Cl CH(COOC.sub.2 H.sub.5)CH.sub.2 FIa.2471 Cl Cl CH(COOC.sub.2 H.sub.5)CH.sub.2 FIa.2472 H Cl CH(COOC.sub.2 H.sub.5)CH.sub.2 ClIa.2473 F Cl CH(COOC.sub.2 H.sub.5)CH.sub.2 ClIa.2474 Cl Cl CH(COOC.sub.2 H.sub.5)CH.sub.2 ClIa.2475 H Cl CH(COOC.sub.2 H.sub.5)CH.sub.2 BrIa.2476 F Cl CH(COOC.sub.2 H.sub.5)CH.sub.2 BrIa.2477 Cl Cl CH(COOC.sub.2 H.sub.5)CH.sub.2 BrIa.2478 H Cl CH(COOC.sub.2 H.sub.5)CH.sub.2 IIa.2479 F Cl CH(COOCH.sub.2 CH.sub.3)CH.sub.2 IIa.2480 Cl Cl CH(COOCH.sub.2 CH.sub.3)CH.sub.2 IIa.2481 H Cl CH.sub.2 CH(CN)CO--OCH.sub.3Ia.2482 F Cl CH.sub.2 CH(CN)CO--OCH.sub.3Ia.2483 Cl Cl CH.sub.2 CH(CN)CO--OCH.sub.3Ia.2484 H Cl CH(COOCH.sub.2 CH.sub.3)CH.sub.2 CNIa.2485 F Cl CH(COOCH.sub.2 CH.sub.3)CH.sub.2 CNIa.2486 Cl Cl CH(COOCH.sub.2 CH.sub.3)CH.sub.2 CN______________________________________
Other particularly preferred N-phenyltetrahydroindazoles I are those which follow:
compounds Ib.001-Ib.2486, which differ from the compounds Ia.001-Ia.2486 in that R.sup.1 is methyl: ##STR4## compounds Ic.001-Ic.2486, which differ from the compounds Ia.001-Ia.2486 in that R.sup.2 is methyl: ##STR5## compounds Id.001-Id.2486, which differ from the compounds Ia.001-Ia.2486 in that R.sup.1 and R.sup.2 are methyl: ##STR6## compounds Ie.001-Ie.2486, which differ from the compounds Ia.001-Ia.2486 in that R.sup.2 is trifluoromethyl: ##STR7## compounds If.001-If.2486, which differ from the compounds Ia.001-Ia.2486 in that R1 is methyl and R.sup.2 is trifluoromethyl: ##STR8## compounds Ig.001-Ig.2486, which differ from the compounds Ia.001-Ia.2486 in that X is sulfur: ##STR9## compounds Ih.001-Ih.2486, which differ from the compounds Ia.001-Ia.2486 in that R.sup.1 is methyl and X is sulfur: ##STR10## compounds Ii.001-Ii.2486, which differ from the compounds Ia.001-Ia.2486 in that X is --SO--: ##STR11## compounds Ik.001-Ik.2486, which differ from the compounds Ia.001-Ia.2486 in that X is --SO.sub.2 --: ##STR12## compounds Il.001-I1.2486, which differ from the compounds Ia.001-Ia.2486 in that R.sup.2 is trifluoromethyl and R.sup.5 is --SR.sup.6 : ##STR13##
Very particularly preferred compounds of the formula I are those in which R.sup.2 is halogen, X is oxygen or sulfur and R.sup.7 is cyano or halogen.
The N-phenyltetrahydroindazoles I can be obtained by various routes, for example by one of the following processes (A-Q):
Process A
Conversion of alcohols or mercaptans II in a manner known per se (cf., for example, Houben-Weyl, Vol. VI/3, p. 24, and Vol. IX, pp. 103 et seq.) into compounds I where R.sup.7 is --OR.sup.11 or --SR.sup.11 : ##STR14##
L is a customary leaving group, such as halogen, preferably chlorine, bromine or iodine, (halo)alkylsulfonyloxy, preferably methylsulfonyloxy or trifluoromethylsulfonyloxy, arylsulfonyloxy, preferably toluenesulfonyloxy, and alkoxysulfonyloxy, preferably methoxysulfonyloxy or ethoxysulfonyloxy.
The reaction is expediently carried out in an inert solvent, for example in an ether, such as diethyl ether, methyl tert-butyl ether, dimethoxyethane, diethylene glycol dimethyl ether, tetrahydrofuran and dioxane, a ketone, such as acetone, diethyl ketone, ethyl methyl ketone and cyclohexanone, a dipolar aprotic solvent, such as acetonitrile, dimethylformamide, N-methylpyrrolidone and dimethyl sulfoxide, a protic solvent, such as methanol and ethanol, an aromatic hydrocarbon which may be halogenated, such as benzene, chlorobenzene and 1,2-dichlorobenzene, a heteroaromatic solvent, such as pyridine and quinoline, or in a mixture of these. Preferred substances are tetrahydrofuran, acetone, diethyl ketone and dimethylformamide.
Suitable bases are, e.g., the hydroxides, hydrides, alkoxides, carbonates or hydrogen carbonates of alkali metal and alkaline earth metal cations, tertiary aliphatic amines, such as triethylamine, N-methylmorpholine and N-ethyl-N,N-diisopropylamine, bi- and tricyclic amines, such as diazabicycloundecane (DBU) and diazabicyclooctane (DABCO), or aromatic nitrogen bases, such as pyridine, 4-dimethylaminopyridine and quinoline. Combinations of different bases are also suitable. Preferred bases are sodium hydride, sodium hydroxide, sodium carbonate, potassium carbonate, sodium methoxide, sodium ethoxide and potassium tert-butoxide.
The starting materials are conventionally employed in an approximately stoichiometric ratio, but an excess of one or the other component may be advantageous as regards process control or as complete a reaction of II as possible.
The molar ratio of alcohol or mercaptan II to base is generally 1:1 to 1:3.
The concentration of the starting materials in the solvent is normally 0.1 to 5.0 mol/l.
The reaction can be carried out at from 0.degree. C. to the reflux point of the solvent, or solvent mixture, in question.
Process B
Reaction of a compound III with an alcohol or thiol IV in a manner known per se (cf., for example, Houben-Weyl, Vol. VI/3, pp. 24 et seq., and Vol. IX, pp. 103 et seq.) in the presence of a base to give compounds I where R.sup.7 is --OR.sup.11 or --SR.sup.11 : ##STR15##
L is a customary leaving group. Examples are listed under process A).
With regard to the solvents, bases, the concentration of the starting materials in the solvent and the reaction temperature, the information given under process A) also applies here.
The starting materials are expediently employed in approximately stoichiometric amounts, but an excess of one or the other component may be advantageous with regard to process control or as complete a reaction of III as possible. The molar ratio of alcohol or thiol IV to base is preferably 1:1 to 1:3.
Process C
Oxidation of compounds V where R.sup.7 is --SR.sup.11 to give compounds I where R.sup.7 is --S--R.sup.11 in a manner known per se (cf., for example, Houben-Weyl, Methoden der Organischen Chemie, Vol. E11/1, pp. 702 et seq., and Vol. IX, p. 211): ##STR16##
Suitable oxidants are, e.g., hydrogen peroxide, organic peroxides, such as peracetic acid, trifluoroperacetic acid, m-chloroperbenzoic acid, tert-butyl hydroperoxide and tert-butyl hypochlorite, and inorganic compounds, such as sodium metaiodate, chromic acid and nitric acid.
Depending on the oxidant, the process is generally carried out in an organic acid, such as acetic acid or trichloroacetic acid, in a chlorinated hydrocarbon, such as methylene chloride, chloroform or 1,2-dichloroethane, in an aromatic hydrocarbon, such as benzene, chlorobenzene or toluene, or in a protic solvent, such as methanol or ethanol. Mixtures of these are also suitable.
The reaction is generally carried out at from -30.degree. C. to the boiling point of the reaction mixture in question, the lower temperature range normally being preferred.
Starting compound and oxidant are expediently employed in approximately stoichiometric ratio, but one or the other component can also be employed in an excess.
Process D
Oxidation of compounds VI in a manner known per se (cf., for example, Houben-Weyl, Methoden der Organischen Chemie, Vol. E11/2, pp. 1132 et seq., and Vol. IX, pp. 222 et seq.) to give compounds I where R.sup.7 is --SO.sub.2 --R.sup.11 : ##STR17##
Suitable oxidants are, for example, hydrogen peroxide, organic peroxides, such as acetic acid peroxide, trifluoroacetic acid peroxide and m-chloroperbenzoic acid, and furthermore inorganic oxidants, such as potassium permanganate. The presence of a catalyst, for example tungstate, can have a positive effect on the course of the reaction.
As a rule, the reaction is carried out in an inert solvent. Depending on the oxidant, suitable substances are, for example, organic acids, such as acetic acid and propionic acid, chlorinated hydrocarbons, such as methylene chloride, chloroform and 1,2-dichloroethane, aromatic hydrocarbons or halohydrocarbons, such as benzene, chlorobenzene or toluene, or water. Mixtures of these are also suitable.
The process is normally carried out at from -30.degree. C. to the boiling point of the reaction mixture in question, preferably at from 10.degree. C. to the boiling point.
Starting compound VI (R.sup.7 =--SR.sup.11 or --S--R.sup.11) and oxidant are expediently employed in approximately stoichiometric amounts. However, an excess of oxidant can be advantageous for optimizing the conversion rate of the starting compound.
Process E
Reaction of a compound III in a manner known per se (cf., for example, Houben-Weyl, Methoden der Organischen Chemie, Vol. VIII, pp. 293 et seq., and Vol. IX, p. 857) with a cyanide or thiocyanate M-R.sup.7 : ##STR18##
L is a customary leaving group. Examples are given under process A);
M is an alkali, alkaline earth or transition metal, in particular sodium, potassium, silver or copper.
The reaction can be carried out without a solvent or in an inert solvent. Depending on the starting compounds and on the solvent, it may be advantageous to carry out the process under phase-transfer conditions, a catalytic amount of phase-transfer catalyst, for example between 1 and 10 mol % based on III, generally being sufficient.
Suitable solvents are, for example, ethers, such as dimethoxyethane and diethylene glycol dimethyl ether, aromatic hydrocarbons, such as benzene and toluene, dipolar aprotic solvents, such as acetonitrile, dimethylformamide, diethylformamide, N-methylpyrrolidone and dimethyl sulfoxide, and protic solvents, e.g. water. Mixtures of these are also suitable.
Suitable phase-transfer catalysts are, for example, ammonium, sulfonium or phosphonium salts, the type of anion being of less importance. Examples which have proved to be expedient are benzyltrimethylammonium salts, such as benzyltrimethylammonium hydroxide, and tetrabutylammonium salts.
The process is normally carried out at from 0.degree. C. to the boiling point of the reaction mixture, preferably in the upper temperature range.
The starting compounds III and M-R.sup.7 are expediently employed in an approximately stoichiometric ratio. However, it is also possible to employ an excess of one of the components, for example so that the other component is converted as completely as possible, or to use one of the components simultaneously as the solvent.
Process F
Halogenation of a compound VII in a manner known per se (cf., for example, Houben-Weyl, Methoden der Organischen Chemie, Vol. 5/3 and Vol. 5/4): ##STR19##
Suitable halogenating agents are, for example, hydrogen halides, such as hydrogen chloride, hydrogen bromide and hydrogen iodide, thionyl chloride, thionyl bromide, sulfuryl chloride, sulfuryl bromide, organic sulfonyl chlorides, such as tosyl chloride, furthermore phosphorus trichloride, phosphorus tribromide, phosphorus pentachloride, phosphorus pentabromide, diphosphorus tetraiodide, phosphorus oxychloride, phosphorus oxybromide, binary halogenating systems, such as tetrachloromethane/triphenylphosphine, tetrabromomethane/triphenylphosphine, and furthermore sulfur fluorine compounds, such as diethylamino sulfur trifluoride.
If a hydrogen halide is used, it may be advantageous to carry out the process in the presence of a dehydrater, such as sulfuric acid.
The reaction can be carried out in the absence of a solvent in an excess of the halogenating agent or else in an inert solvent which depends on the halogenating agent.
Suitable solvents are generally halogenated hydrocarbons, such as methylene chloride and chloroform, aromatic hydrocarbons and halohydrocarbons, such as benzene, toluene and chlorobenzene, dipolar aprotic solvents, such as acetonitrile, furthermore, carbon disulfide, ethers, such as diethyl ether, methyl tert-butyl ether and tetrahydrofuran, and mixtures of these.
The reaction can be carried out at from -30.degree. C. to the boiling point of the reaction mixture. It is preferably carried out in the upper temperature range.
Depending on the halogenating agent, the starting compound VII is expediently employed in stoichiometric or substoichiometric amounts. If the process is carried out in the absence of a solvent, a large excess of halogenating agent will be useful.
Process G
Halogen exchange of compounds I where R.sup.7 is chlorine or bromine in a manner known per se (cf., for example, Houben-Weyl, Methoden der Organischen Chemie, Vol. 5/3, pp. 145 et seq., and Vol. 5/4, pp. 595 et seq.): ##STR20##
Suitable fluorinating and iodizing reagents are, for example, metal fluorides and iodides, in particular alkali metal fluorides and iodides, antimony fluoride, and organic fluorinating agents, such as diethylamino sulfur trifluoride.
The choice of solvent will depend on the fluorinating or iodizing agent. In general, aprotic solvents, such as acetone, diethyl ketone, methyl ethyl ketone, dimethylformamide, diethylformamide, N-methylpyrrolidone, dimethyl sulfoxide and sulfolane, chlorinated hydrocarbons, such as methylene chloride, chloroform and chlorobenzene, or mixtures of these are generally suitable.
The reaction is generally carried out at from -30.degree. C. to the boiling point of the reaction mixture in question.
Starting compound and fluorinating or iodizing agent are conventionally employed in an approximately stoichiometric ratio. However, it may be advantageous to employ an excess of fluorinating or iodizing agent to optimize the conversion rate of I where R.sup.7 is chlorine or bromine.
The starting compounds I where R.sup.7 is chlorine or bromine can be obtained, for example, by one of processes F, H and L-Q.
Process H
Addition reaction of hydrogen chloride, hydrogen bromide or hydrogen iodide with an alkene VIII in a manner known per se (cf., for example, Houben-Weyl, Methoden der Organischen Chemie, Vols. 4 and 5): ##STR21##
Alk' is a carbon chain which is shorter by 1 or 2 C atoms than the chain Alk desired in the end product I;
R radicals are in each case hydrogen or as defined for R.sup.8 or R.sup.9.
The process is normally carried out in an inert organic solvent, for example an aromatic hydrocarbon or halohydrocarbon, such as benzene, toluene and chlorobenzene, in an ether, such as diethyl ether and methyl tert-butyl ether, or in a mixture of these.
The reaction is generally carried out at from 0.degree. C. to the boiling point of the reaction mixture in question.
The hydrohalic acid is generally employed in a large excess, but it is also possible to employ VIII and hydrohalic acid in an approximately stoichiometric ratio.
Depending on the particular starting compound VIII, it may be advantageous to carry out the reaction under superatmospheric pressure.
Process I
Elimination of water from aldoximes IX in a manner known per se (cf., for example, Houben-Weyl, Methoden der Organischen Chemie, Vol. X/4, pp. 226 et seq., and Vol. E 5/2, pp. 1318 et seq.): ##STR22##
Water may be eliminated for example using anhydrides, such as acetic anhydride, trifluoroacetic anhydride and propionic anhydride, acid chlorides, such as mesyl chloride, trifluoromethylsulfonyl chloride, thionyl chloride, phosgene, diphosgene, phosphorus oxychloride and phosphorus pentachloride, or by means of carbonyl diimidazole or dicyclohexylcarbodiimide.
The reaction is carried out either in the absence of a solvent in an excess of dehydrater or else in an inert solvent or diluent.
Generally suitable as solvents or diluents are, for example, halogenated hydrocarbons, such as methylene chloride, chloroform and 1,2-dichloroethane, aromatic hydrocarbons, such as benzene, toluene and chlorobenzene, ethers, such as diethyl ether and methyl tert-butyl ether, and dipolar aprotic solvents, such as acetonitrile. Mixtures of these are also suitable.
Depending on the reactants, the presence of an organic base, such as triethylamine, pyridine, piperidine or quinoline, may be advantageous. An equimolar amount based on IX or an excess may be employed.
As a rule, the process is carried out using approximately equimolar amounts or an excess of dehydrater, based on the aldoxime IX.
The reaction is generally carried out at from -20.degree. C. to the boiling point of the reaction mixture.
The aldoxime IX, in turn, can be obtained in a manner known per se (cf., for example, Houben-Weyl, Methoden der Organischen Chemie, Vol. X/4, pp. 1 et seq.) by reacting aldehydes of the formula X with hydroxylamine or with suitable hydroxylamine derivatives, such as disodium hydroxylaminedisulfonate and hydroxylamine hydrochloride: ##STR23##
As a rule, the process is carried out in an inert, in particular a protic, solvent, for example in water, in an alcohol, such as methanol, ethanol and isopropanol, in a dipolar aprotic solvent, such as acetonitrile, or in a mixture of these.
Depending on which compound is chosen in place of hydroxylamine, the presence of a base, for example an alkali metal hydroxide or alkaline earth metal hydroxide, such as sodium hydroxide, potassium hydroxide or calcium hydroxide, an alkali metal hydride, such as sodium hydride or potassium hydride, an alkali metal carbonate or alkaline earth metal carbonate, such as sodium carbonate, potassium carbonate or calcium carbonate, or an alkali metal hydrogen carbonate, such as sodium hydrogen carbonate or potassium hydrogen carbonate, or of an acid, for example a hydrohalic acid, such as hydrochloric acid or hydrobromic acid, or an aliphatic carboxylic acid, such as acetic acid, may be advantageous.
Equimolar amounts of base or an excess of up to approximately 10 mol %, based on the amount of X, are preferred.
The starting materials are conventionally employed in an approximately stoichiometric ratio, but an excess of one or the other component may occasionally be advantageous.
The reaction can be carried out at -30.degree. C. to the boiling point of the reaction mixture in question.
Process K
Dehydration of carboxamides XI in a manner known per se (cf., for example, Houben-Weyl, Methoden der Organischen Chemie, Vol. VIII, p. 330 et seq.): ##STR24##
Dehydraters which can be used are, for example, "chlorinating agents", such as phosphorus pentachloride, phosphorus oxychloride, phosphorus trichloride, thionyl chloride, sulfuryl chloride, phosgene and diphosgene, anhydrides, such as acetic anhydride, trifluoroacetic anhydride, propionic anhydride and phosphorus pentoxide, furthermore sulfuric acid, phosphoric acid, sulfonic acids such as p-toluenesulfonic acid, trifluoromethylsulfonic acid and methanesulfonic acid, Lewis acids such as aluminum chloride and boron trifluoride, and also benzotrichloride in the presence of a catalyst such as zinc chloride and iron chloride. Thermal dehydration in the presence of catalysts such as aluminum oxide, sand, pumice and glass is also possible.
Depending on the dehydrater in question, it may be advantageous to carry out the process in the presence of a base, for example a tertiary amine or pyridine.
The reaction is carried out either in the absence of a solvent in an excess of dehydrater or else in an inert solvent or diluent.
Examples of suitable solvents or diluents are generally halogenated hydrocarbons, such as methylene chloride, chloroform and 1,2-dichloroethane, aromatic hydrocarbons and halohydrocarbons such as benzene, toluene and chlorobenzene, ethers, for example diethyl ether, methyl tert-butyl ether and tetrahydrofuran, dipolar aprotic solvents, such as acetonitrile, dimethylformamide and dimethyl sulfoxide, or mixtures of these.
Dehydraters and carboxamide XI are normally reacted with each other in an approximately stoichiometric ratio unless an excess of dehydrater is expedient for optimizing the conversion rate of XI.
In general, the process is carried out at from -30.degree. C. to the boiling point of the reaction mixture in question.
Process L
Reaction of a phenol or thiophenol of the formula XII in a manner known per se (cf., for example, Houben-Weyl, Methoden der Organischen Chemie, Vol. VI/3, pp. 54 et seq., and Vol. IX, pp. 103 et seq.) with a compound of the formula XIII: ##STR25##
L is a customary leaving group. Examples have been mentioned under process A.
The process is generally carried out in an inert solvent or diluent, if desired in the presence of a base.
As regards solvents, bases, the concentration of the starting materials in the solvent and the reaction temperature, the information given under process A) applies.
It is expedient to employ the starting substances XII and XIII in approximately stoichiometric amounts, but an excess of one or the other component may be advantageous with regard to process control or as complete a conversion of XII or XIII as possible.
The molar ratio of phenol or thiophenol XII to base is preferably 1:1 to 1:3.
Process M
Reaction of phenols XIV with alcohols HO--Alk--R.sup.7 (XV) by the method of Mitsunobu (cf. O. Mitsunobu, Synthesis 1981, 1) or by a variant of this method to give compounds I where X is oxygen: ##STR26##
The process is normally carried out in an inert solvent, for example in an ether, such as diethyl ether, methyl tert-butyl ether, THF and dioxane, in a ketone, such as diethyl ketone, acetone and ethyl methyl ketone, in an aromatic hydrocarbon or halohydrocarbon, such as benzene, toluene or 1,2-dichlorobenzene, in a halogenated hydrocarbon, such as methylene chloride, chloroform or 1,2-dichloroethane, or in a mixture of these.
The reaction is generally carried out at from 0.degree. C. to the boiling point of the reaction mixture in question.
The starting substances XIV and XV as well as the auxiliaries triphenylphosphine and azodicarboxylic ester (or compounds with an equivalent action), which are required for the Mitsunobu reaction, are generally employed in a stoichiometric ratio unless an excess of one or the other component is advantageous for optimizing the conversion rate of XIV or XV.
Process N
Oxidation of compounds I where X is sulfur in a manner known per se (cf., for example, Houben-Weyl, Methoden der Organischen Chemie, Vol. E11/1, p. 702 et seq., and Vol. IX, p. 211) to give compounds I where X is --S--: ##STR27##
Suitable oxidants are, for example, hydrogen peroxide, organic peroxides, such as acetic acid peroxide, trifluoroacetic acid peroxide, m-chloroperbenzoic acid, tert-butyl hydroperoxide and tert-butyl hypochlorite, and furthermore organic oxidants, such as sodium metaiodate, chromic acid and nitric acid.
The compounds are generally reacted in an inert solvent, for example, organic acids, such as acetic acid and trifluoroacetic acid, chlorinated hydrocarbons, such as methylene chloride, chloroform and 1,2-dichloroethane, aromatic hydrocarbons or halohydrocarbons, such as benzene, chlorobenzene or toluene, and protic solvents, such as methanol and ethanol, depending on the oxidant used. Mixtures of these are also suitable.
The process is normally carried out at from -30.degree. C. to the boiling point of the reaction mixture in question, preferably in the lower temperature range.
Starting compound I (X.dbd.S) and oxidant are expediently employed in approximately stoichiometric amounts. However, to optimize the conversion rate of the starting compound, an excess of oxidant may be advantageous.
Process O
Oxidation of compounds I where X is sulfur or --S--in a manner known per se (cf., for example, Houben-Weyl, Methoden der Organischen Chemie, Vol. E 11/2, pp. 1132 et seq., and Vol. IX, pp. 222 et seq.) to give compounds I where X is --SO.sub.2 --: ##STR28##
Suitable oxidants are, for example, hydrogen peroxide, organic peroxides, such as acetic acid peroxide, trifluoroacetic acid peroxide and m-chloroperbenzoic acid, and furthermore inorganic oxidants, such as potassium permanganate.
Depending on the starting compound and the oxidant, it may be advantageous to carry out the process in the presence of a catalyst, for example tungstate.
The compounds are generally reacted in an inert solvent, for example, organic acids, such as acetic acid and propionic acid, chlorinated hydrocarbons, such as methylene chloride, chloroform and 1,2-dichloroethane, aromatic hydrocarbons or halohydrocarbons, such as benzene, chlorobenzene and toluene, and water, depending on the oxidant used. Mixtures of these are also suitable.
The process is normally carried out at from -30.degree. C. to the boiling point of the reaction mixture in question, preferably at 10.degree. C. to the boiling point.
Starting compound I (X.dbd.S or --S--) and oxidant are expediently employed in approximately stoichiometric amounts. However, to optimize the conversion rate of the starting compound, an excess of oxidant may be advantageous.
Process P
Reaction of a diketo compound XVI in a manner known per se (cf., for example, A. N. Kost, I.I. Grandberg, Advan. Heterocyclic Chem. 6, 358 (1966)) with a hydrazine XVII to give compounds I where R.sup.2 is alkyl or haloalkyl: ##STR29##
The compounds are generally reacted in an inert solvent, for example in an organic acid, such as acetic acid, in a chlorinated hydrocarbon, such as methylene chloride and 1,2-dichloroethane, in an aromatic hydrocarbon or halohydrocarbon, such as benzene, toluene and chlorobenzene, a protic solvent, such as methanol, ethanol and isopropanol, or in water. Mixtures of these are also suitable.
Depending on the choice of the starting compounds and the particular solvent, it may be advantageous to carry out the process in the presence of catalytic amounts of acid, for example hydrochloric acid, sulfuric acid or p-toluenesulfonic acid.
The compounds are generally reacted at from -30.degree. C. to the boiling point of the reaction mixture in question.
The two starting compounds are expediently employed in a stoichiometric ratio, but an excess of one or the other component is also possible.
Process Q
Halogenation of indazolones XVIII in a manner known per se (cf., for example, E. F. M. Stephenson, Org. Synth. Coll. Vol. III, 475 (1955)): ##STR30##
The reaction is carried out either in the absence of a solvent or in an inert solvent or diluent. If desired, it can be carried out in the presence of a base.
All customary halogenating agents are generally suitable. Examples which may be mentioned are oxychlorides, such as phosphorus oxychloride, oxybromides, such as phosphorus oxybromide, chlorides, such as phosphorus trichloride, phosphorus pentachloride and sulfur tetrachloride, bromides, such as phosphorus tribromide and phosphorus pentabromide, and furthermore thionyl chloride, thionyl bromide, phosgene and trichloromethyl chloroformate.
Useful solvents are, in particular, benzene, toluene and the xylenes.
Examples of suitable bases are tert-amines, such as triethylamine, diisopropylethylamine, N,N-dimethylaniline, N,N-dimethyl-p-aminopyridine, pyridine, isoquinoline, N-methylpyrrolidone, N,N,N',N'-tetramethylenediamine, 1,5-diazabicyclo(4,3,0)-non-5-ene, 1,8-diazabicyclo(5,4,0)undec-7-ene, dimethylformamide and diethylformamide.
The reaction is preferably carried out at from 25 to 200.degree. C., in particular at from 60 to 160.degree. C.
For example, indazolone XVIII and halogenating agent can be employed in approximately stoichiometric amounts. If the reaction is carried out without an inert solvent, an excess of one of the components is generally used. To optimize the conversion rate of indazolone, an excess of halogenating agent may be advantageous.
The indazolones XVIII, in turn, can be obtained in a manner known per se by reacting cyclohexanonecarboxylic acid derivatives XIX with the hydrazines XVII in a suitable solvent: ##STR31##
Z is a nucleophilic leaving group, such as halogen, e.g. chlorine or bromine, alcoholate, e.g. methanolate, ethanolate, propylate or isopropylate, or sulfonylate, e.g. mesylate or tosylate.
Customary solvents are lower alkanoic acids, such as acetic acid and propionic acid, or aprotic solvents, such as xylene, toluene and benzene. If desired, the process can be carried out in the presence of acidic catalysts, e.g. hydrochloric acid, sulfonic acid or p-toluenesulfonic acid. Mixtures of these are also suitable.
If, in formula XIX, Z is halogen, in particular chlorine or bromine, it may be advantageous to carry out the process in the presence of a tert-amine as the base. Examples of suitable tertamines are triethylamine, diisopropylethylamine, N,N-dimethylaniline, N,N-dimethyl-p-aminopyridine, pyridine, isoquinoline, N-methylpyrrolidone, N,N,N',N'-tetramethylenediamine, 1,5-diazabicyclo(4,3,0)non-5-ene, and 1,8-diazabicyclo(5,4,0)undec-7-ene.
The compounds are normally reacted at from 0.degree. C. to the reflux temperature of the reaction mixture in question.
The two starting compounds are expediently employed in approximately stoichiometric amounts, or a slight excess of one of the starting compounds is used.
Unless otherwise specified, all processes described above are expediently carried out under atmospheric pressure or under the inherent pressure of the reaction mixture in question.
Those starting compounds indicated for the individual processes which are not already known can be obtained in a manner known per se, for example also by one of the processes described.
When preparing the N-phenyltetrahydroindazoles of the formula I, mixtures of isomers may be obtained. If desired, these may be separated by the methods customary for this purpose, for example by means of crystallization or chromatography on an optically active adsorbate, to give the pure isomers. Pure optically active isomers can, for example, also be prepared from the corresponding optically active starting materials.
If desired, the N-phenyltetrahydroindazoles can be converted into acid addition salts or into their alkali metal salts.
Salts of the N-phenyltetrahydroindazoles I whose metal ion is other than an alkali metal ion can usually be prepared by double decomposition with the corresponding alkali metal salt.
Other metal salts, such as zinc, iron, calcium, magnesium and barium salts, can be prepared from the sodium salts in the customary manner, as can ammonium and phosphonium salts by means of ammonia or phosphonium, sulfonium or sulfoxonium hydroxides.
The compounds I and the agriculturally utilizable salts thereof are suitable as herbicides, both in the form of isomer mixtures and in the form of the pure isomers. They can very effectively control broad-leaf weeds and grass weeds in crops such as wheat, rice, maize, soya beans and cotton without damaging the crop plants to a more than negligible extent. This effect is observed especially at low application rates.
Depending on the method of application chosen, the compounds I, or herbicides comprising them, can be employed in other crop plants for eliminating undesirable plants. The following are examples of suitable crops:
Allium cepa, Ananas comosus, Arachis hypogaea, Asparagus officinalis, Beta vulgaris spp. altissima, Beta vulgaris spp. rapa, Brassica napus var. napus, Brassica napus var. napobrassica, Brassica rapa var. silvestris, Camellia sinensis, Carthamus tinctorius, Carya illinoensis, Citrus limon, Citrus sinensis, Coffea arabica (Coffea canephora, Coffea liberica), Cucumis sativus, Cynodon dactylon, Daucus carota, Elaeis guineensis, Fragaria vesca, Glycine max, Gossypium hirsutum, (Gossypium arboreum, Gossypium herbaceum, Gossypium vitifolium), Helianthus annuus, Hevea brasiliensis, Hordeum vulgare, Humulus lupulus, Ipomoea batatas, Juglans regia, Lens culinaris, Linum usitatissimum, Lycopersicon lycopersicum, Malus spp., Manihot esculenta, Medicago sativa, Musa spp., Nicotiana tabacum (N.rustica), Olea europaea, Oryza sativa, Phaseolus lunatus, Phaseolus vulgaris, Picea abies, Pinus spp., Pisum sativum, Prunus avium, Prunus persica, Pyrus communis, Ribes sylvestre, Ricinus communis, Saccharum officinarum, Secale cereale, Solanum tuberosum, Sorghum bicolor (S. vulgare), Theobroma cacao, Trifolium pratense, Triticum aestivum, Triticum durum, Vicia faba, Vitis vinifera and Zea mays.
In addition, the compounds I can be used in crops which have been rendered substantially resistant to the action of I by means of breeding and/or genetic engineering methods.
Moreover, the N-phenyltetrahydroindazoles I are also suitable for desiccating and/or defoliating plants.
As desiccants they are particularly suitable for desiccating the aerial parts of crop plants such as potatoes, oilseed rape, sunflower and soya beans. This allows completely mechanical harvesting of these important crop plants.
Another economically interesting aspect is facilitated harvesting, which is made possible by fall or reduced adherence to the tree of citrus fruit, olives and other species and varieties of pomaceous fruit, stone fruit and hard-shelled fruit being concentrated within a short period. The same mechanism, i.e. promotion of abscission tissue formation between fruit or leaf, on the one hand, and plant corm, on the other hand, is also important for readily controllable defoliation of useful plants, in particular cotton.
Moreover, a shortened period of time within which the individual cotton plants ripen also results in an improved post-harvest fiber quality.
The compounds I or the herbicides comprising them can be applied, for example, in the form of ready-to-spray aqueous solutions, powders, suspensions, even high-percentage aqueous, oily or other suspensions or dispersions, emulsions, oil dispersions, pastes, dusts, broadcasting agents or granules by means of spraying, atomizing, dusting, scattering or pouring. The use forms depend on the intended purpose; in any case they should guarantee as fine a distribution of the active compounds according to the invention as possible.
Suitable inert auxiliaries for the preparation of ready-to-spray solutions, emulsions, pastes or oil dispersions are mainly the following: mineral oil fractions of medium to high boiling point, such as kerosene and diesel oil, furthermore coaltar oils and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, e.g. paraffins, tetrahydronaphthalene, alkylated naphthalenes and derivatives thereof, alkylated benzenes and derivatives thereof, alcohols, e.g. methanol, ethanol, propanol, butanol and cyclohexanol, ketones, such as cyclohexanone, strongly polar solvents, e.g. amines, such as N-methylpyrrolidone, and water.
Aqueous use forms can be prepared from emulsion concentrates, suspensions, pastes, wettable powders or water-dispersible granules by adding water. To prepare emulsions, pastes or oil dispersions, the substrates as such or dissolved in an oil or solvent can be homogenized in water with the aid of wetting agents, adhesives, dispersants or emulsifiers. However, concentrates may be prepared which are composed of active substance, wetting agent, adhesive, dispersant or emulsifier, and, if desired, solvent or oil and which are suitable for dilution with water.
Suitable surfactants are the alkali metal, alkaline earth metal and ammonium salts of aromatic sulfonic acids, e.g. lignosulfonic acid, phenolsulfonic acid, naphthalenesulfonic acid and dibutylnaphthalenesulfonic acid, and of fatty acids, alkyl- and alkylarylsulfonates, alkyl sulfates, lauryl ether sulfates and fatty alcohol sulfates, and salts of sulfated hexa-, hepta- and octadecanols, and of fatty alcohol glycol ether, condensation products of sulfonated naphthalene and derivatives thereof with formaldehyde, condensation products of naphthalene or naphthalenesulfonic acids with phenol and formaldehyde, polyoxyethylene octylphenol ether, ethoxylated isooctyl-, octyl- or nonylphenol, alkylphenol or tributylphenyl polyglycol ethers, alkylaryl polyether alcohols, isotridecyl alcohol, fatty alcohol ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ether or polyoxypropylene alkyl ether, lauryl alcohol polyglycol ether acetate, sorbitol esters, lignin-sulfite waste liquors or methylcellulose.
Powders, broadcasting agents and dusts can be prepared by mixing or grinding the active substances together with a solid carrier.
Granules, e.g. coated, impregnated and homogeneous granules, can be prepared by binding the active compounds to solid carriers. Solid carriers are mineral earths, such as silicic acids, silica gels, silicates, talc, kaolin, limestone, lime, chalk, bole, loess, clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, ground synthetic materials, fertilizers, such as ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas and vegetable products, such as cereal meal, treebark meal, wood meal and nutshell meal, cellulose powder or other solid carriers.
The concentrations of the active compounds I in the ready-to-use preparations can be varied within wide ranges, such as from 0.01 to 95% by weight, preferably from 0.5 to 90% by weight. The active compounds are employed in a purity of from 90% to 100%, preferably 95% to 100% (according to NMR spectrum).
The following formulation examples illustrate the production of such preparations:
I. 20 parts by weight of compound No. 1 are dissolved in a mixture which is composed of 80 parts by weight of alkylated benzene, 10 parts by weight of the adduct of from 8 to 10 mol of ethylene oxide to 1 mol of oleic acid N-monoethanolamide, 5 parts by weight of calcium dodecylbenzenesulfonate and 5 parts by weight of the adduct of 40 mol of ethylene oxide to 1 mol of castor oil. By pouring and finely dispersing the solution in 100,000 parts by weight of water, an aqueous dispersion is obtained which comprises 0.02% by weight of the active compound.
II. 20 parts by weight of compound No. 5 are dissolved in a mixture which is composed of 40 parts by weight of cyclohexanone, 30 parts by weight of isobutanol, 20 parts by weight of the adduct of 7 mol of ethylene oxide to 1 mol of isooctylphenol and 10 parts by weight of the adduct of 40 mol of ethylene oxide to 1 mol of castor oil. By pouring and finely dispersing the solution in 100,000 parts by weight of water, an aqueous dispersion is obtained which comprises 0.02% by weight of the active compound.
III.20 parts by weight of active compound No. 7 are dissolved in a mixture composed of 25 parts by weight of cyclohexanone, 65 parts by weight of a mineral oil fraction of boiling point 210 to 280.degree. C. and 10 parts by weight of the adduct of 40 mol of ethylene oxide to 1 mol of castor oil. By pouring and finely dispersing the solution in 100,000 parts by weight of water, an aqueous dispersion is obtained which comprises 0.02% by weight of the active compound.
IV. 20 parts by weight of active compound No. 15 are mixed thoroughly with 3 parts by weight of sodium diisobutylnaphthalene-.alpha.-sulfonate, 17 parts by weight of the sodium salt of a lignosulfonic acid from a sulfite waste liquor and 60 parts by weight of powdered silica gel and the mixture is ground in a hammer mill. By finely dispersing the mixture in 20,000 parts by weight of water, a spray mixture is obtained which comprises 0.1% by weight of the active compound.
V. 3 parts by weight of active compound No. 19 are mixed with 97 parts by weight of finely divided kaolin. This gives a dust which comprises 3% by weight of the active compound.
VI. 20 parts by weight of active compound No. 21 are intimately mixed with 2 parts by weight of calcium dodecylbenzenesulfonate, 8 parts by weight of fatty alcohol polyglycol ether, 2 parts by weight of the sodium salt of a phenol/urea/formaldehyde condensate and 68 parts by weight of a paraffinic mineral oil. A stable oily dispersion is obtained.
The active compounds I, or their herbicides, can be applied pre-or post-emergence. If the active compounds are less compatible with certain crop plants, application techniques can be used in which the herbicides are sprayed with the aid of spray equipment in such a manner that the leaves of the sensitive crop plants are not affected if possible while the active compounds reach the leaves of undesirable plants which grow under them, or the uncovered soil surface (post-directed, lay-by).
Depending on the desired control effect, the season, the target plants and the growth stage, active compound I is applied at 0.001 to 3.0, preferably 0.01 to 1, kg/ha of active substance (a.s.).
To broaden the spectrum of action and to achieve synergistic effects, the N-phenyltetrahydroindazoles I can be mixed with a large number of representatives of other groups of herbicidal or growth-regulating active compounds and this mixture then applied.
Suitable components in mixtures are, for example, diazines, 4H-3,1-benzoxazine derivatives, benzothiadiazinones, 2,6-dinitroanilines, N-phenylcarbamates, thiocarbamates, halocarboxylic acids, triazines, amides, ureas, diphenyl ethers, triazinones, uracils, benzofurane derivatives, cyclohexane-1,3-dione derivatives which have attached to them in the 2-position for example a carboxyl or carbimino group, quinolinecarboxylic acid derivatives, imidazolinones, sulfonamides, sulfonylureas, aryloxy- and heteroaryloxyphenoxypropionic acids, the salts, esters and amides of these, and others.
It may additionally be useful to apply the compounds I, on their own or in combination with other herbicides, together with further crop protection agents, for example with pesticides or compositions for controlling phytopathogenic fungi or bacteria. Also of interest is the miscibility with mineral salt solutions which are employed for eliminating nutritional and trace element deficiencies. Non-phytotoxic oils and oil concentrates may also be added.

PREPARATION EXAMPLES
Example 1
3-Chloro-2-(4-chloro-5-cyanomethoxy-2-fluorophenyl)-4,5,6,7-tetrahydroindazole (compound 5)
4.52 g of 3-chloro-2-(4-chloro-2-fluoro-5-hydroxyphenyl)-4,5,6,7-tetrahydroindazole in 10 ml of diethyl ketone were added dropwise at approximately 20.degree. C. to a suspension of 2.07 g of potassium carbonate and 2.49 g of potassium iodide in 150 ml of diethyl ketone. The reaction mixture was subsequently treated with 1.86 g of bromoacetonitrile in 10 ml of diethyl ketone. After the mixture had been refluxed for 10 hours, it was cooled, and the solvent was then removed. The residue was taken up in water, whereupon the solids formed were removed, washed with water and finally dried under reduced pressure at approximately 20.degree. C. Yield: 3.20 g
Example 2
3-Chloro-2-�4-chloro-2-fluoro-5-(1',1',1'-trifluoroeth-2'-oxy)-phenyl!-4,5,6,7-tetrahydroindazole (compound 11)
3.01 g of 3-chloro-2-(4-chloro-2-fluoro-5-hydroxyphenyl)-4,5,6,7-tetrahydroindazole in 10 ml of dimethylformamide and 2.10 g of 2,2,2-trifluoro-1-iodoethane in 10 ml of dimethylformamide were added dropwise at approximately 20.degree. C. to a suspension of 1.38 g of potassium carbonate in 50 ml of dimethylformamide. After the mixture had been refluxed for 4 hours, it was cooled and the solvent subsequently removed. The residue was taken up in water, whereupon the solid formed was separated off and washed with water and dried under reduced pressure at 40.degree. C. Yield: 2.84 g.
Example 3
3-Chloro-2-(4-chloro-3-(1'-fluoroprop-3'-oxy)phenyl)-4,5,6,7-tetrahydroindazole (compound 27)
2.88 g of triphenylphosphine were added to a mixture of 2.83 g of 3-chloro-2-(4-chloro-3-hydroxyphenyl)-4,5,6,7-tetrahydroindazole, 0.78 g of 1-fluoro-3-propanol and 60 ml of tetrahydrofuran. 5.04 g of diethyl azodicarboxylate in a mixture of 10 ml of toluene and 10 ml of tetrahydrofuran were subsequently added dropwise. After the mixture had been stirred at approximately 20.degree. C. for 12 hours, a further 2.88 g of triphenylphosphine and 5.04 g of diethyl azodicarboxylate in a mixture of 10 ml of toluene and 10 ml of tetrahydrofuran were added to the reaction mixture. After the mixture had been stirred for a further 6 hours, it was treated with 1 ml of water and approximately 3 spatula-tipfuls of sodium sulfate. Stirring was continued at approximately 20.degree. C. for 30 minutes, whereupon the solids were separated off. The filtrate was concentrated and the residue taken up in diethyl ether. The ether phase was filtered and the filtrate then concentrated. The crude product was purified by means of chromatography on silica gel (eluent: cyclohexane/methyl tert-butyl ether=3:1). Yield: 2.72 g.
Example 4
3-Chloro-2-�4-chloro-3-(1'-chloroeth-2'-oxy)phenyl!-4,5,6,7-tetrahydroindazole (compound 4)
11.2 g of 3-chloro-2-(4-chloro-3-hydroxyphenyl)-4,5,6,7-tetrahydroindazole in 20 ml of acetone were added dropwise to a suspension of 8.4 g of potassium carbonate and 10.0 g of potassium iodide in 200 ml of acetone. 8.8 g of 1-chloro-2-bromoethane in 10 ml of acetone were added to this mixture with stirring. There upon, the reaction mixture was refluxed for 5 hours and then cooled. After the solvent had been removed, a residue was obtained, and this was taken up in water. The aqueous phase was brought to a pH of 5-6 using dilute hydrochloric acid, during which process a solid precipitated which was separated off, washed with water and dried under reduced pressure at approximately 20.degree. C. The crude product was purified by chromatography on silica gel (eluent: petroleum ether/diethyl ether=2:1). Yield: 4.0 g.
Example 5
3-Chloro-2-�4-chloro-3-(1'-cyanopent-1-oxy)phenyl!4,5,6,7-tetrahydroindazole (compound 8)
Step 1
3-Chloro-2-�4-chloro-3-(1'-ethoxycarbonylpent-1'-oxy)phenyl!-4,5,6,7-tetrahydroindazole
6.2 g of ethyl 2-bromohexanoate in 10 ml of dimethylformamide were added dropwise at approximately 20.degree. C. to a suspension of 8.0 g of 3-chloro-2-(4-chloro-3-hydroxyphenyl)-4,5,6,7-tetrahydroindazole and 4.1 g of potassium carbonate in 50 ml of dimethylformamide. After the reaction mixture had been refluxed for 5 hours, it was cooled and then treated with 150 ml of water. The mixture was subsequently extracted using methyl tert-butyl ether. The combined organic phases were dried over sodium sulfate and concentrated, whereupon the residue was dried under reduced pressure. Yield: 11.4 g.
Step 2
3-Chloro-2-�4-chloro-3-(1'-carboxypent-1'-oxy)phenyl!-4,5,6,7-tetrahydroindazole
10 g of 3-chloro-2-�4-chloro-3-(1'-ethoxycarbonylpent-1'-oxy)phenyl!-4,5,6,7-tetrahydroindazole in 10 ml of ethanol were added dropwise to a solution of 1.5 g of sodium hydroxide in 100 ml of ethanol. After the mixture had been stirred at approximately 20.degree. C. for 12 hours, the solvent was removed. The residue was treated with water and acidified. This gave a suspension whose solids were separated off, washed with water and dried under reduced pressure.
Yield: 9.1 g.
Step 3
3-Chloro-2-�4-chloro-3-(1'-chloroformylpent-1'-oxy)phenyl!-4,5,6,7-tetrahydroindazole
8.0 g of 3-chloro-2-�4-chloro-3-(1'-carboxypent-1'-oxy)phenyl!-4,5,6,7-tetrahydroindazole and 5.1 g of oxalyl chloride were refluxed for 5 hours in 150 ml of toluene. Then, a few drops of dimethylformamide were added at 100.degree. C. to this mixture, whereupon the mixture was refluxed for a further 4 hours. It was then cooled and concentrated. The resulting product of value was reacted further in the following step 4 without further purification.
Step 4
3-Chloro-2-�4-chloro-3-(1'-aminocarbonylpent-1'-oxy)phenyl!-4,5,6,7-tetrahydroindazole
The 3-chloro-2-�4-chloro-3-(1'-chloroformylpent-1'-oxy)phenyl!-4,5,6,7-tetrahydroindazole which had been obtained in step 3, 5 g of 25% strength aqueous ammonia solution and 200 ml of tetrahydrofuran were stirred at approximately 20.degree. C. for 12 hours. The mixture was subsequently concentrated and the residue taken up in water, whereupon the mixture was acidified with dilute hydrochloric acid. This gave a suspension whose solids were separated off, washed with water and dried under reduced pressure. Yield: 4.7 g.
Step 5
3-Chloro-2-�4-chloro-3-(1'-cyanopent-1'-oxy)phenyl!-4,5,6,7-tetrahydroindazole
3.5 g of pyridine and then 4.6 g of trifluoroacetic anhydride were added dropwise at 0.degree. C. to 4.5 g of 3-chloro-2-�4-chloro-3-(1'-aminocarbonylpent-1'-oxy)phenyl!-4,5,6,7-tetrahydroindazole in 200 ml of diethyl ether. After the reaction mixture had been stirred at approximately 20.degree. C. for 12 hours, it was treated with water. The organic phase was separated off and washed with dilute hydrochloric acid, water and dilute sodium hydroxide solution. After the mixture was dried over sodium sulfate, the solvent was removed. Yield: 3.2 g.
Example 6
3-Chloro-2-�4-chloro-5-(1'-chloroeth-2'-oxy)-2-fluorophenyl!-4,5,6,7-tetrahydroindazole (compound 15)
1 drop of dimethylformamide was added to 1.55 g of 3-chloro-2-�4-chloro-5-(1'-hydroxyeth-2'-oxy)-2-fluorophenyl!-4,5,6,7-tetrahydroindazole in 50 ml of toluene. The mixture was subsequently heated at 50-60.degree. C., and 0.59 g of thionyl chloride in 10 ml of toluene was added dropwise at this temperature. After the reaction mixture had been heated at 30-60.degree. C. for 5 hours, a further 0.59 g of thionyl chloride in 10 ml of toluene was added dropwise The mixture was subsequently stirred at 50-60.degree. C. for a further 6 hours. For working-up, the mixture was cooled, and the low-boiling components were subsequently removed under a water-pump vacuum. The residue was taken up in water, whereupon the mixture was extracted using ethyl acetate. The combined organic phases were dried over sodium sulfate and then concentrated.
Yield: 1.16 g.
Example 7
3-Chloro-2-�4-chloro-2-fluoro-5-(1'-iodoeth-2'-oxy)phenyl!-4,5,6,7-tetrahydroindazole (compound 18)
A mixture of 1.77 g of 3-chloro-2-�4-chloro-5-(1'-chloro-eth-2'-oxy)-2-fluorophenyl!-4,5,6,7-tetrahydroindazole, 1.20 g of sodium iodide, a small amount of molecular sieve and 50 ml of acetone was refluxed for 4 hours. After a further 1.20 g of sodium iodide had been added, the mixture was refluxed for a further 6 hours. This process was repeated four more times. The cooled reaction mixture was finally freed from insoluble inorganic components, whereupon the liquid phase was concentrated. The residue was taken up in water, giving a suspension whose solids were separated off, washed with water and dried under reduced pressure. Yield: 1.10 g.
Example 8
3-Chloro-2-�4-chloro-3-(1'-bromo-2',2'-dimethyl-prop-3'-oxy)phenyl!-4,5,6,7-tetrahydroindazole (compound 29)
Precursor
3-Chloro-2-�4-chloro-3-(1'-hydroxy-2',2'-dimethyl-prop-3'-oxy)-phenyl!-4,5,6,7-tetrahydroindazole
A mixture of 2.8 g of 3-chloro-2-�4-chloro-3-hydroxyphenyl!-4,5,6,7-tetrahydroindazole, 2.8 g of potassium carbonate, 1.5 g of potassium iodide, 1.2 g of 1-chloro-2,2-dimethyl-3-propanol and 100 ml of dimethylformamide was refluxed for 6 hours. The mixture was then treated with a further 2.8 g of potassium carbonate, 1.5 g of potassium iodide and 1.2 g of 1-chloro-2,2-dimethyl-3-propanol. The mixture was subsequently refluxed for another 6 hours. The cooled reaction mixture was concentrated, whereupon the residue was taken up in water. The product was extracted using ethyl acetate, isolated by drying the combined organic phases over sodium sulfate and removing the solvent, and purified by means of chromatography on silica gel (eluent: cyclohexane/methyl tert-butyl ether=7:3). Yield: 1.6 g.
Preparation of the end product
5.4 g of tetrabromomethane and 4.2 g of triphenylphosphine were added to 3.0 g of 3-chloro-2-�4-chloro-3-(1'-hydroxy-2',2'-dimethyl-prop-3'-oxy)phenyl!-4,5,6,7-tetrahydroindazole in 200 ml of acetonitrile. After the mixture had been stirred at approximately 20.degree. C. for 12 hours, it was refluxed for a further 5 hours, subsequently cooled and then concentrated. The crude product was purified by filtration through silica gel (eluent: diethyl ether). Yield after drying the filtrate over sodium sulfate and removing the ether: 2.7 g.
Preparation Example 9
3-Methyl-1- and 3-methyl-2-�4-chloro-3-cyanomethoxyphenyl!-4,5,6,7-tetrahydroindazole (mixture of isomers; compound 30)
Step 1
3-Methyl-1- and 3-methyl-2-�4-chloro-3-methoxyphenyl!-4,5,6, 7-tetrahydroindazole
A mixture of 5.0 g of 2-acetylcyclohexanone, 6.2 g of 4-chloro-3-methoxyphenylhydrazine, a spatula-tipful of p-toluenesulfonic acid and 100 ml of xylene was refluxed for 3 hours in a water separator. After cooling, the mixture was washed with water, dried and concentrated. Yield: 9.0 g.
Step 2
3-Methyl-1- and 3-methyl-2-�4-chloro-3-hydroxyphenyl!-4,5,6,7-tetrahydroindazole
7.0 g of the mixture of 3-methyl-1- and 3-methyl-2-�4-chloro-3-methoxyphenyl!-4,5,6,7-tetrahydroindazole which had been prepared in step 1 were added to 60 ml of 47% strength aqueous hydrobromic acid, whereupon the mixture was stirred at boiling point for 4 hours. The cooled reaction mixture was taken up in water and extracted using ethyl acetate. The combined organic phases are dried over sodium sulfate and concentrated. Yield: 1.6 g.
Step 3
3-Methyl-1- and 3-methyl-2-�4-chloro-3-cyanomethoxyphenyl!-4,5,6,7-tetrahydroindazole (mixture of isomers)
3.0 g of a mixture of 3-methyl-1- and 3-methyl-2-�4-chloro-3-hydroxyphenyl!-4,5,6,7-tetrahydroindazole, 1.3 g of bromoacetonitrile and 1.5 g of potassium carbonate in 50 ml of dimethylformamide were stirred at approximately 20.degree. C. for 6 hours. The mixture was subsequently diluted with water, whereupon the product mixture was extracted using methylene chloride. The combined organic phases were dried over sodium sulfate and chromatographed on silica gel (eluent: cyclohexane/methyl tert-butyl ether=7:3). Yield: 1.3 g.
Table 6 which follows shows other compounds I which were prepared, or can be prepared, in analogy to the examples:
______________________________________1 #STR32## Melting point �.degree. C.!/Com- .sup.1 H-NMRpound �ppm!/No. R.sup.1 R.sup.2 R.sup.3 R.sup.5 IR �cm.sup.-1 !______________________________________ 1 H Cl H OCH.sub.2 --CN 114-116 2 H Cl H OCH(CH.sub.3)--CN 1.76(m, 7H), 2.54(m, 2H), 2.64(m, 2H), 5.64(q, 1H), 7.35(dd, 1H), 7.56(d, 1H), 7.70(d, 1H) 3 H Cl H OCH.sub.2 CH.sub.2 CH.sub.2 --CN 40-41 4 H Cl H OCH.sub.2 CH.sub.2 --Cl 1.68(m, 4H), 2.44(m, 2H), 2.62(m, 2H), 3.99(t, 2H), 4.40(t, 2H), 7.16(dd, 1H), 7.35(d, 1H), 7.58(d, 1H) 5 H Cl F OCH.sub.2 --CN 1.75(m, 4H), 2.48(m, 2H), 2.65(m, 2H), 5.35(s, 2H), 7.60(d, 1H), 7.90(d, 1H) 6 H Cl F OCH.sub.2 CH.sub.2 CH.sub.2 --CN 80 7 H Cl F OCH(CH.sub.3)--CN 1.72(d, 3H), 1.75(m, 4H), 2.48(t, 2H), 2.64(t, 2H), 5.58(q, 1H), 7.65(d, 1H), 7.90(d, 1H) 8 H Cl H OCH(CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3)--CN 0.92(t, 3H), 1.46(m, 4H), 1.74(m, 4H), 2.06(m, 2H), 2.44(m, 2H), 2.62(m, 2H), 5.60(t, 1H), 7.32(dd, 1H), 7.56(d, 1H), 7.66(d, 1H) 9 H Cl H OCH.sub.2 --CF.sub.3 8310 H Cl H OCH(C.sub.2 H.sub.5)--CN 1.10(t, 3H), 1.73(m, 4H), 2.07(m, 2H), 2.47(m, 2H), 2.63(m, 2H), 5.57(m, 1H), 7.30(dd, 1H), 7.54(d, 1H), 7.67(d, 1H)11 H Cl F OCH.sub.2 --CF.sub.3 >20012 H Cl H OCH.sub.2 CH(CH.sub.3)--CH.sub.2 CN 1.12(d, 3H), 1.74(m, 4H), 2.35(m, 1H), 2.42(m, 2H), 2.60(m, 3H), 2.74(dd, 1H), 3.96(dd, 1H), 4.06(dd, 1H), 7.16(dd, 1H), 7.32(dd, 1H), 7.59(d, 1H)13 H Cl H OCH.sub.2 CH.sub.2 --Br 2930, 1595, 149514 H Cl H OCH.sub.2 CH.sub.2 --I 7415 H Cl F OCH.sub.2 CH.sub.2 --Cl 1.72(m, 1H), 2.46(t, 2H), 2.60(t, 2H), 3.92(t, 2H), 4.37(t, 2H), 7.40(d, 1H), 7.78(d, 1H)16 H Cl F OCH.sub.2 CH.sub.2 --Br 8117 H Cl F OCH(C.sub.2 H.sub.5)--CN 0118 H Cl F OCH.sub.2 CH.sub.2 --I 6919 CH.sub.3 Cl H OCH.sub.2 --CN 9120 H Cl H OCH.sub.2 CH.sub.2 CH(CH.sub.3)--CN 1.35(d, 3H), 1.75(m, 4H), 2.06(q, 2H), 2.45(t, 2H), 2.62(t, 2H), 3.07(m, 1H), 4.23(m, 2H), 7.18(dd, 1H), 7.36(d, 1H), 7.60(d, 1H)21 H Cl H SCH.sub.2 --CN 137-13822 CH.sub.3 Cl H OCH(CH.sub.3)--CN 1.05(d, 3H), 1.35(m, 1H), 1.72(d, 3H), 1.85(m, 2H), 2.19(dd, 1H), 2.50(m, 2H), 2.75(dd, 1H), 5.62(q, 1H), 7.30(dd, 1H), 7.56(d, 1H), 7.60(d, 1H)23 H Cl H OCH(CH(CH.sub.3).sub.2)--CN 57-5824 H Cl H OCH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 --CN 1.14(s, 6H), 1.76(m, 4H), 2.44(t, 2H), 2.62(t, 2H), 2.66(s, 2H), 3.90(s, 2H), 7.17(dd, 1H), 7.32(d, 1H), 7.60(d, 1H)25 H Cl H OCH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --Cl 1.76(m, 4H), 1.90(m, 4H), 2.42(m, 2H), 2.58(m, 2H), 3.72(m, 2H), 4.16(m, 2H), 7.13(d, 1H), 7.28(s, 1H), 7.56(d, 1H)26 H Cl H OCH(CH.sub.3)CH.sub.2 --Br 1.55(d, 3H), 1.82(m, 4H), 2.50(t, 2H), 2.70(t, 2H), 3.50(dd, 1H), 3.62(dd, 1H), 4.62(m, 1H), 7.16(m, 2H), 7.46(d, 1H)27 H Cl H OCH.sub.2 CH.sub.2 CH.sub.2 --F 1.72(m, 2H), 2.15(dq, 2H), 2.44(m, 2H), 2.62(m, 2H), 4.22(t, 2H), 4.66(dt, 2H), 7.15(dd, 1H), 7.34(d, 1H), 7.58(d, 1H)28 H Cl H OCH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 --Cl 1.12(s, 6H), 1.78(m, 4H), 2.46(m, 2H), 2.63(m, 2H), 3.70(s, 2H), 4.93(s, 2H), 7.17(dd, 1H), 7.30(d, 1H), 7.60(d, 1H)29 H Cl H OCH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 --Br 1.13(s, 6H), 1.76(m, 4H), 2.47(m, 2H), 2.63(m, 2H), 3.63(s, 2H), 3.93(s, 2H), 7.15(dd, 1H), 7.30(d, 1H), 7.60(d, 1H)30 H CH.sub.3 H OCH.sub.2 --CN 110-112 (mixtures of isomers)31 H Cl H SCH(CH.sub.3)--CN 101-10232 H Cl H SCH.sub.2 CH.sub.2 CH.sub.2 CN 1.80(m, 4H), 2.08(t, 2H), 2.54(m, 4H), 2.70(m, 2H), 3.12(t, 2H), 7.32(dd, 1H), 7.45(m, 2H)33 H Cl H SCH.sub.2 CF.sub.3 1.82(m, 4H), 2.51(t, 2H), 2.69(t, 2H), 3.52(q, 2H), 7.47(m, 2H), 7.75(s, 1H)34 H Cl H OCH(CH.sub.2 F).sub.2 1.76(m, 4H), 2.47(t, 2H), 2.62(t, 2H), 4.73(m, 4H), 5.11(m, 1H), 7.21(dd, 1H), 7.50(d, 1H), 7.62(d, 1H)35 H Cl H OCH(CH.sub.2 Cl)CH.sub.2 OCH.sub.3 1.75(m, 4H), 2.44(m, 2H), 2.60(m, 2H), 3.35(s, 3H), 3.65(m, 2H), 3.88(m, 2H), 4.86(m, 1H), 7.18(dd, 1H), 7.48(d, 1H), 7.58(d, 1H)36 H Cl H OCH.sub.2 C(CH.sub.3).sub.2 CH.sub.2 I 1.22(s, 6H), 1.82(m, 4H), 2.50(t, 2H), 2.73(t, 2H), 3.42(s, 2H), 3.86(s, 2H), 7.08(m, 2H), 7.42(d, 1H)37 H CH.sub.3 H OCH(CH.sub.3)CN 1.84(m, 7H),(mix- 2.24,tures 2.30(s, 3H),of 2.48(m, 2H),iso- 2.76(m, 2H),mers) 5.00(m, 1H), 7.15, 7.20(dd, 1H), 7.23, 7.28(d, 1H), 7.44, 7.48(d, 1H)38 H Cl H SCH.sub.2 CH.sub.2 CN 68-7039 H Cl H S(O)CH.sub.2 CH.sub.2 CN 1.74(m, 4H), 2.45(t, 2H), 2.56(m, 1H), 2.74(t, 2H), 2.92(m, 1H), 3.25(m, 1H), 3.46(m, 1H), 7.52(d, 1H), 7.79(dd, 1H), 8.10(d, 1H)______________________________________
Use Examples
(herbicidal activity)
The herbicidal action of the N-phenyltetrahydroindazoles I was demonstrated by the following greenhouse tests:
Plastic flowerpots containing loamy sand and approximately 3.0% of humus as substrate were used as culture vessel. The seeds of the test plants were sown separately, according to species.
For the pre-emergence treatment, the active compounds which were suspended or emulsified in water were applied directly after the seeds had been sown using finely dispersing nozzles. The vessels were irrigated lightly to promote germination and growth and subsequently covered with transparent plastic hoods until the plants had rooted. This hood causes uniform germination of the test plants if this has not been adversely affected by the active compounds.
For post-emergence treatment, the test plants were first grown to a plant height of 3 to 15 cm, depending on the growth form, and only then treated with the active compounds which were suspended or emulsified in water. The test plants for this purpose were either sown directly and grown on in the same vessels, or first grown separately as seedlings and transplanted into the test containers a few days prior to treatment. The rate for post-emergence treatment was 0.0313, 0.0156 or 0.0078 kg/ha of a.s. (active substance).
Depending on the species, the plants were kept at 10-25.degree. C. or 20-35.degree. C. The test period extended over 2-4 weeks. During this time, the plants were tended and their response to the individual treatments was evaluated.
Assessment was carried out using a scale from 0 to 100. 100 means that no plants have emerged or that at least the aerial parts have been destroyed completely, and 0 means no damage or normal course of growth.
The plants used in the greenhouse tests comprised the following species:
______________________________________Botanical Name Common Name______________________________________Abutilon theophrasti velvet leafAmaranthus retroflexus carelessweed; redroot pigweedChenopodium album lambsquarters (goosefoot)Crysanthanemum coronarium garland chrysanthemum; crown daisyGalium aparine catchweed bedstrawIpomoea subspecies morning glorySinapis alba white mustardSida spinosa prickly sida; teaweedSolanum nigrum black nightshadeVeronica subspecies speedwellXanthium strumarium cocklebur______________________________________
Compounds No. 5, 7 and 15 effect very good control of broad-leaf plants when used post-emergence at a rate of 0.0313 or 0.0156 kg/ha of a.s.
By contrast, EP-A 049 508 discloses comparative compound A ##STR33## and EP-A 379 099 discloses comparative compounds B ##STR34## and C ##STR35## which had a lesser herbicidal action.
Use examples
(desiccant/defoliant activity)
The test plants were young cotton plants having 4 leaves (without cotyledons) which had been grown under greenhouse conditions (relative atmospheric humidity 50 to 70%, day/night temperatures 27/20.degree. C.).
The young cotton plants underwent leaf treatment to runoff point with aqueous preparations of the active compounds (with an addition of 0.15% by weight of the fatty alcohol alkoxylate Plurafac LF 700, based on the spray mixture). The amount of water applied was 1000 1/ha (converted). After 13 days, the number of leaves shed and the degree of defoliation in % were determined.
No leaf dehiscence was observed in the untreated control plants.

Number	Name	Date	Kind
4608080	Haga et al.	Aug 1986
4695312	Hayase et al.	Sep 1987

N-phenyltetrahydroindazoles, their preparation, and their use as crop protection agents

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