Claims
- 1. A herbicidal phenylsulfonyl carboxamide compound of the formula ##STR51## wherein A is hydrogen; straight or branched C.sub.1 -C.sub.4 alkyl, unsubstituted or substituted with one to three halogens, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl, carboalkoxy, phenyl, or oxo;
- straight or branched C.sub.2 -C.sub.4 alkenyl, unsubstituted or substituted with one to three halogens or phenyl;
- C.sub.2 -C.sub.4 alkynyl, unsubstituted or substituted with one to three halogens;
- and A is amino unsubstituted or substituted with straight or branched C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.4 haloalkyl, straight or branched C.sub.2 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 cycloalkenyl, phenyl, benzyl, (di) alkylamino, or C.sub.1 -C.sub.4 alkoxy;
- C.sub.1 -C.sub.4 alkoxy; or C.sub.1 -C.sub.4 alkylthio;
- R.sub.1 is C.sub.1 -C.sub.4 alkyl;
- R.sub.2 is C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.6 cycloalkyl; and when R.sub.1 and R.sub.2 are taken together with the carbon to which they are attached, they may be C.sub.3 -C.sub.6 cycloalkyl unsubstituted or substituted with methyl;
- and when R.sub.1 and R.sub.2 are not the same, thus creating an asymmetric center, the optical isomers thereof;
- Q is represented by formula (III) ##STR52## wherein R.sub.3 -R.sub.7 are each hydrogen; halogen; nitro; cyano; straight or branched C.sub.1 -C.sub.4 alkyl, unsubstituted or substituted with one or more halogens or phenyl;
- straight or branched C.sub.2 -C.sub.4 alkenyl, unsubstituted or substituted with one to three halogens;
- OR.sub.8 where R.sub.8 is hydrogen; C.sub.1 -C.sub.4 alkyl unsubstituted or substituted with halogen(s), C.sub.1 -C.sub.4 alkoxy, or phenyl; or C.sub.2 -C.sub.4 alkenyl unsubstituted or substituted with one to three halogens or phenyl;
- phenyl, unsubstituted or substituted with one to three halogens, one to three C.sub.1 -C.sub.4 alkyl, one to three C.sub.1 -C.sub.4 alkoxy, or one to two nitro;
- C.sub.1 -C.sub.4 alkylcarbonyl, unsubstituted or substituted with halogen(s);
- C.sub.1 -C.sub.4 alkylthio, unsubstituted or substituted with halogen(s);
- C.sub.1 -C.sub.4 alkylsulfinyl, unsubstituted or substituted with halogen(s);
- C.sub.1 -C.sub.4 alkylsulfonyl, unsubstituted or substituted with halogen(s);
- amino, unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl;
- CO.sub.2 R.sub.9 where R.sub.9 is hydrogen, C.sub.1 -C.sub.4 alkyl, unsubstituted or substituted with one to three halogens;
- R.sub.3 -R.sub.4, R.sub.4 -R.sub.5, R.sub.5 -R.sub.6, R.sub.6 -R.sub.7 may also be --(CH.dbd.CH--CH.dbd.CH)--
- which may also be unsubstituted or substituted with up to three of the substituents described for R.sub.3 -R.sub.7 above;
- with the proviso that no more than three of R.sub.3 -R.sub.7 can be: cyano, nitro, (substituted) phenyl, alkylcarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, amine, CO.sub.2 R.sub.9 ;
- W is O or S;
- Y is hydrogen; or a salt thereof, wherein Y is a cation.
- 2. A compound according to claim 1 wherein
- A is hydrogen or methyl;
- R.sub.1 is methyl;
- R.sub.2 is isopropyl;
- R.sub.3 -R.sub.7 are each halogen(s) or C.sub.1 -C.sub.4 alkyl(s), unsubstituted or substituted with halogen;
- Y is hydrogen, or a cation of alkali metals, alkaline earth metals, manganese, copper, iron, zinc, cobalt, lead, silver, nickel, ammonium or organic ammonium.
- 3. A compound according to claim 2 wherein
- A is methyl;
- R.sub.1 is methyl;
- R.sub.2 is isopropyl;
- R.sub.3 is hydrogen, halogen or methyl;
- R.sub.5 is halogen or methyl, and
- W is oxygen.
- 4. A compound according to claim 3, 2-acetamido-2,3-dimethyl-N-(p-tolylsulfonyl)butyramide.
- 5. A compound according to claim 3, 2-acetamido-N-[(p-chlorophenyl)sulfonyl]-2,3-dimethylbutyramide.
- 6. A compound according to claim 3, 2-acetamido-N-[(4-chloro-o-tolyl)sulfonyl]-2,3-dimethylbutyramide.
- 7. A compound according to claim 3, 2-acetamido-N-[(2,4-dichlorophenyl)sulfonyl]-2,3-dimethylbutyramide.
- 8. A compound according to claim 3, (S)-(+)-2-acetamido-2,3-dimethyl-N-(p-tolylsulfonyl)butyramide.
- 9. A compound according to claim 3, (S)-(+)-2-acetamido-N-[(p-chlorophenyl)sulfonyl]-2,3-dimethylbutyramide.
- 10. A compound according to claim 3, 2-acetamido-N-[2,4-difluorobenzene)sulfonyl]-2,3-dimethylbutyramide.
Parent Case Info
This application is a continuation-in-part of application Ser. No. 086,416, filed Aug. 17, 1987, now abandoned.
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Number |
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|
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|
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Non-Patent Literature Citations (2)
Entry |
Chemical Abstracts, vol. 53, No. 9, Abstract No. 9115d, May 10, 1959. |
Chemical Abstracts, vol. 54, No. 17, Abstract No. 18379f, Sep. 10, 1960. |