Claims
- 1. The method of controlling undesirable vegetation comprising applying to the area where control is desired, an herbicidally effective amount of a compound having the formula ##STR18## wherein X is oxy, thio, sulfinyl or sulfonyl;
- R is halogen; C.sub.1 -C.sub.2 alkyl; C.sub.1 -C.sub.2 alkoxy; trifluoromethoxy; difluoromethoxy; nitro; cyano; C.sub.1 -C.sub.2 haloalkyl; R.sup.a SO.sub.n -- wherein n is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl; trifluoromethyl or difluoromethyl;
- R.sup.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, phenyl or substituted phenyl;
- R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; or
- R.sup.1 and R.sup.2 together are C.sub.2 -C.sub.5 alkylene;
- R.sup.3 is hydrogen, C.sub.1 -C.sub.4 alkyl with the proviso that R.sup.1 and R.sup.3 are not both phenyl or substituted phenyl;
- R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl;
- R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl;
- R.sup.6 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, or phenyl;
- R.sup.7 and R.sup.8 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n -- wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.sup.c R.sup.d wherein R.sup.c and R.sup.d independently are hydrogen or C.sub.1 -C.sub.4 alkyl; (11) R.sup.e C(O)-- wherein R.sup.e is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy; or (12) --SO.sub.2 NR.sup.c R.sup.d wherein R.sup.c and R.sup.d are as defined; and (13) --N(R.sup.c)C(O)R.sup. d wherein R.sup.c and R.sup.d are as defined; and their salts.
- 2. The method of claim 1 wherein R is chlorine, bromine, methyl, methoxy, nitro, trifluoromethyl, or methylsulfonyl; R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are hydrogen or methyl; R.sup.6 is hydrogen, C.sub.1 -C.sub.4 alkyl or phenyl; R.sup.7 and R.sup.8 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n -- wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.sup.c R.sup.d wherein R.sup.c and R.sup.d independently are hydrogen or C.sub.1 -C.sub.4 alkyl; (11) R.sup.e C(O)-- wherein R.sup.e is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy; or (12) SO.sub.2 NR.sup.c R.sup.d wherein R.sup.c and R.sup.d are as defined; or (13) --N--(R.sup.c)C(O)R.sup.d wherein R.sup.c and R.sup.d are as defined.
- 3. The method of claim 2 wherein R.sup.7 and R.sup.8 are independently are hydrogen; chlorine; fluorine; bromine; methyl; C.sub.1 -C.sub.4 alkoxy; trifluoromethoxy; cyano; nitro; trifluoromethyl; R.sup.b SO.sub.n -- wherein n is the integer 0 or 2 and R.sup.b is methyl, chloromethyl, trifluoromethyl, ethyl, or n-propyl; R.sup.e C(O)-- where R.sup.e is C.sub.1 -C.sub.4 alkyl; or SO.sub.2 NR.sup.c R.sup.d wherein R.sup.c and R.sup.d are as defined and R.sup.7 is in the 3-position and R.sup.8 is in the 4-position.
- 4. The method of claim 2 wherein R.sup.7 is hydrogen and R.sup.8 is hydrogen, chlorine, bromine, fluorine, cyano, trifluoromethyl, or R.sup.b SO.sub.2 wherein R.sup.b is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 haloalkyl.
- 5. The method of claim 1 wherein R is nitro; R.sup.1 is hydrogen; R.sup.2 is hydrogen; R.sup.3 is hydrogen; R.sup.4 is hydrogen; R.sup.5 is hydrogen; R.sup.6 is methyl; R.sup.7 is hydrogen; R.sup.8 is 4-chlorine; and X is thio.
- 6. The method of claim 1 wherein R is nitro; R.sup.1 is hydrogen; R.sup.2 is hydrogen; R.sup.3 is hydrogen; R.sup.4 is hydrogen; R.sup.5 is hydrogen; R.sup.6 is methyl; R.sup.7 is hydrogen; R.sup.8 is 4-chlorine; and X is sulfonyl.
- 7. The method of claim 1 wherein R is nitro; R.sup.1 is hydrogen; R.sup.2 is hydrogen; R.sup.3 is hydrogen; R.sup.4 is hydrogen; R.sup.5 is hydrogen; R.sup.6 is methyl; R.sup.7 is hydrogen; R.sup.8 is 4-trifluoromethyl; and X is thio.
- 8. The method of claim 1 wherein R is nitro; R.sup.1 is hydrogen; R.sup.2 is hydrogen; R.sup.3 is hydrogen; R.sup.4 is hydrogen; R.sup.5 is hydrogen; R.sup.6 is methyl; R.sup.7 is hydrogen; R.sup.8 is 4-trifluoromethyl; and X is sulfonyl.
- 9. The method of claim 1 wherein R is nitro; R.sup.1 is hydrogen; R.sup.2 is hydrogen; R.sup.3 is hydrogen; R.sup.4 is hydrogen; R.sup.5 is methyl; R.sup.6 is methyl; R.sup.7 is hydrogen; R.sup.8 is 4-chlorine; and X is sulfonyl.
- 10. The method of claim 1 wherein R is chlorine; R.sup.1 is hydrogene; R.sup.2 is hydrogen; R.sup.3 is hydrogen; R.sup.4 is hydrogen; R.sup.5 is hydrogen; R.sup.6 is methyl; R.sup.7 is 3-ethoxy; R.sup.8 is 4--SO.sub.2 C.sub.2 H.sub.5 ; and X is thio.
- 11. The method of claim 1 wherein R is nitro; R.sup.1 is hydrogen; R.sup.2 is hydrogen; R.sup.3 is hydrogen; R.sup.4 is hydrogen; R.sup.5 is hydrogen; R.sup.6 is ethyl; R.sup.7 is hydrogen; R.sup.8 is 4-trifluoromethyl; and X is thio.
- 12. The method of claim 1 wherein R is nitro; R.sup.1 is hydrogen; R.sup.2 is hydrogen; R.sup.3 is hydrogen; R.sup.4 is hydrogen; R.sup.5 is hydrogen; R.sup.6 is ethyl; R.sup.7 is hydrogen; R.sup.8 is 4-chloro; and X is thio.
- 13. The method of claim 2 wherein R.sup.7 is hydrogen.
- 14. The method of claim 3 wherein R.sup.7 is hydrogen.
CROSS REFERENCE TO RELATED APPLICATIONS
This is a division of application Ser. No. 086,268, filed Aug. 20, 1987, which is a continuation-in-part of application Ser. No. 919,280, filed Oct. 16, 1986 now abandoned.
Foreign Referenced Citations (2)
Number |
Date |
Country |
0186117 |
Jul 1986 |
EPX |
2813341 |
Oct 1978 |
DEX |
Divisions (1)
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Number |
Date |
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Parent |
86268 |
Aug 1987 |
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Continuation in Parts (1)
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Number |
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919280 |
Oct 1986 |
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