Claims
- 1. Compounds of the formula ##STR18## wherein 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, halogen, or 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, or phenyl, with the proviso that R.sup.1 and R.sup.3 are not both phenyl;
- R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl;
- R.sup.5 is hydrogen, halogen or C.sub.1 -C.sub.4 alkyl;
- R.sup.6 is halogen, cyano, nitro, trifluoromethyl, --C(O)--OR.sup.f wherein R.sup.f is C.sub.1 -C.sub.4 alkyl, or --C(O)NR.sub.2.sup.b wherein R.sup.b is hydrogen or C.sub.1 -C.sub.2 alkyl;
- 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 compounds 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 halogen, 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 compounds 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 compounds of claim 2 wherein R.sup.7 is hydrogen and R.sup.8 are 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 compound of claim 2 wherein R is chlorine; 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 bromine; R.sup.7 is hydrogen; and R.sup.8 is 4--SO.sub.2 CH.sub.3.
- 6. The compound of claim 2 wherein R is chlorine; R.sup.1 is methyl; R.sup.2 is methyl; R.sup.3 is hydrogen; R.sup.4 is hydrogen; R.sup.5 is hydrogen; R.sup.6 is bromine; R.sup.7 is hydrogen and R.sup.8 is 4--chlorine.
- 7. The compound of claim 2 wherein R is nitro; R.sup.1 is hydrogen; R.sup.2 is hydrogen; R.sup.3 is methyl; R.sup.4 is methyl; R.sup.5 is hydrogen; R.sup.6 is fluorine; R.sup.7 is hydrogen and R.sup.8 is 4-trifluoromethyl.
- 8. The compounds of claim 2 wherein R.sup.7 is hydrogen.
- 9. The compounds of claim 3 wherein R.sup.7 is hydrogen.
- 10. An herbicidal composition comprising a 2-(2-substituted benzoyl)-4-(substituted)-1,3-cyclohexanedione compound of the formula ##STR19## wherein 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, halogen, or 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, or phenyl with the proviso that R.sup.1 and R.sup.3 are not both phenyl;
- R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl;
- R.sup.5 is hydrogen, halogen or C.sub.1 -C.sub.4 alkyl;
- R.sup.6 is halogen, cyano, nitro, trifluoromethyl, --C(O)--OR.sup.f wherein R.sup.f is C.sub.1 -C.sub.4 alkyl, or --C(O)NR.sub.2.sup.b wherein R.sup.b is hydrogen or C.sub.1 -C.sub.2 alkyl;
- R.sup.7 and R.sup.8 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C;hd 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; or their salts and an inert carrier therefor.
- 11. The composition of claim 10 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 halogen; 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.
- 12. The composition of claim 11 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.
- 13. The composition of claim 11, 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.
- 14. The composition of claim 11 wherein R is chlorine; 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 bromine; R.sup.7 is hydrogen; and R.sup.8 is 4-SO.sub.2 CH.sub.3.
- 15. The composition of claim 11 wherein R is chlorine; R.sup.1 is methyl; R.sup.2 is methy; R.sup.3 is hydrogen; R.sup.4 is hydrogen; R.sup.5 is hydrogen; R.sup.6 is bromine; R.sup.7 is hydrogen; and R.sup.8 is 4-chlorine.
- 16. The composition of claim 11 wherein R is nitro; R.sup.1 is hydrogen; R.sup.2 is hydrogen; R.sup.3 is methy; R.sup.4 is methyl; R.sup.5 is hydrogen; R.sup.6 is fluorine; R.sup.7 is hydrogen; and R.sup.8 is 4-trifluoromethyl.
CROSS REFERENCE TO RELATED APPLICATIONS
This application is a continuation-in-part of application Ser. No. 086,266, abandoned, filed Aug. 20, 1987; which in turn is a continuation-in-part of application Ser. No. 919,277, abandoned, filed Oct. 16, 1986.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
4681621 |
Lee et al. |
Jul 1987 |
|
Foreign Referenced Citations (1)
Number |
Date |
Country |
135191 |
Mar 1985 |
EPX |
Continuation in Parts (2)
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Number |
Date |
Country |
Parent |
86266 |
Aug 1987 |
|
Parent |
919277 |
Oct 1986 |
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