Claims
- 1. An herbicidal compound of the formula ##STR32## in which X.sup.1 is F or Cl;
- Z is nitro or a group of the formula --OR, --CO--R.sup.6, --CH.sub.2 CO--R.sup.6, or --CH(CH.sub.3)CO--R.sup.6 ;
- R is alkyl of 1 to 6 carbon atoms which is unsubstituted or is substituted with cycloalkyl or 3 to 7 carbon atoms, cycloalkyl of 3 to 7 carbon atoms which is unsubstituted or is substituted with alkyl of 1 to 6 carbon atoms, alkoxyalkyl of 2 to 8 carbon atoms, cyanoalkyl of 2 to 7 carbon atoms, alkenyl of 2 to 5 carbon atoms, alkynyl of 2 to 5 carbon atoms, haloalkyl of 1 to 5 carbon atoms, haloalkenyl of 2 to 5 carbon atoms, haloalkynyl of 2 to 5 carbon atoms, alkylsulfonyl of 1 to 6 carbon atoms (wherein the alkyl moiety is unsubstituted or is substituted with F, Cl, CN, alkoxy or alkylthio of 1 to 4 carbon atoms, or alkylamino or dialkylamino in which each alkyl is of 1 to 4 carbon atoms), alkylaminosulfonyl or dialkylaminosulfonyl in which each alkyl is of 1 to 4 carbon atoms, alkylcarbonyl of 2 to 7 carbon atoms, or a group of the formula --C(R.sup.3) (R.sup.4) (CH.sub.2).sub.n --CO--Q.sup.1 R.sup.5 or --C(R.sup.3) (R.sup.4) (CH.sub.2).sub.n --CO--N(R.sup.7) (R.sup.8) in which n is 0 to 2;
- R.sup.3 and R.sup.4 are independently H, alkyl of 1 to 4 carbon atoms, or alkoxy of 1 to 4 carbon atoms;
- Q.sup.1 is O or S;
- R.sup.5 is H, alkyl of 1 to 6 carbon atoms, alkoxyalkyl or alkylthioalkyl of 2 to 6 carbon atoms, haloalkyl of 1 to 5 carbon atoms, alkenyl of 2 to 5 carbon atoms, cycloalkenyl of 5 to 7 carbon atoms which is unsubstituted or is substituted with alkyl of 1 to 4 carbon atoms, cyclohexenylalkyl of 6 to 10 carbon atoms, phenyl or benzyl (which may be ring-substituted with fluorine, chlorine, bromine, or alkyl, alkoxy, or alkylthio of 1 to 4 carbon atoms), cyanoalkyl of 2 to 7 carbon atoms, alkynyl of 2 to 5 carbon atoms, alkylideneamino of 1 to 6 carbon atoms which is unsubstituted or is substituted with cycloalkyl 3 to 7 carbon atoms, or cycloalkylideneamino of 5 to 7 carbon atoms, which is unsubstituted or is substituted with alkyl of 1 to 4 carbon atoms;
- R.sup.6 is hydroxy, alkoxy or alkylthio of 1 to 6 carbon atoms, alkoxyalkoxy of 2 to 6 carbon atoms, amino, or alkylamino or dialkylamino wherein each alkyl is of 1 to 6 carbon atoms and is unsubstituted or is substituted with alkoxy of 1 to 4 carbon atoms;
- R.sup.7 is H or alkyl of 1 to 6 carbon atoms;
- R.sup.8 is R.sup.5 or alkoxy of 1 to 6 carbon atoms, alkylthio of 1 to 6 carbon atoms, alkylsulfonyl of 1 to 6 carbon atoms, phenylsulfonyl, or phenylalkylsulfonyl of 1 to 3 alkyl carbon atoms;
- R.sup.1 is alkyl of 1 to 4 carbon atoms or haloalkyl of 1 to 3 carbon atoms; and
- R.sup.2 is fluoroalkyl of 1 to 4 carbon atoms.
- 2. The compound of claim 1 wherein R.sup.1 is CH.sub.3 or CHF.sub.2 and R.sup.2 is CHF.sub.2.
- 3. The compound of claim 2 wherein Z is --OR or --CH(CH.sub.3)CO--R.sup.6.
- 4. An herbicidal composition comprising an herbicidally effective amount of a compound of claim 1 in admixture with a suitable carrier.
- 5. A method for controlling undesired plant growth which comprises applying to the locus where control is desired an herbicidally effective amount of the composition of claim 4.
Parent Case Info
This application is a continuation of application Ser. No. 102,303, filed Sept. 25, 1987, which is a division of application Ser. No. 825,520, filed Feb. 3, 1986, which is a continuation-in-part of application Ser. No. 697,619, filed Feb. 4, 1985, which is a continuation-in-part of application Ser. No. 655,960 filed Sept. 28, 1984 (and its parent application Ser. No. 541,596 filed Oct. 13, 1983); Ser. No. 650,755 filed Sept. 13, 1984 (and its parent application Ser. No. 533,013 filed Sept. 15, 1983); and Ser. No. 666,933 filed Oct. 31, 1984, all abandoned.
US Referenced Citations (5)
Foreign Referenced Citations (3)
Number |
Date |
Country |
696346 |
Aug 1940 |
DE2 |
57-181069 |
Nov 1982 |
JPX |
58-225070 |
Dec 1983 |
JPX |
Non-Patent Literature Citations (4)
Entry |
Burger, Medicinal Chemistry, p. 1055 (2nd Ed., 1960). |
Nuridzhanyan et al., "Acylisocyanates and Their Derivatives", Chem. Abstr. 71:123768e (1969). |
Kiemstedt et al., "Reaktionen des (Trifluoroacetyl) Isocyanats," Chemische Berichte 115: pp. 919-925 (1982). |
STN International Search Results, American Chemical Society (CAS Online), search conducted 10 Jul. 84, 18 pages. |
Continuations (2)
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Number |
Date |
Country |
Parent |
102303 |
Sep 1987 |
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Parent |
825520 |
Feb 1986 |
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Continuation in Parts (6)
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Number |
Date |
Country |
Parent |
697619 |
Feb 1985 |
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Parent |
655960 |
Sep 1984 |
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Parent |
541596 |
Oct 1983 |
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Parent |
650755 |
Sep 1984 |
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Parent |
533013 |
Sep 1983 |
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Parent |
666933 |
Oct 1984 |
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