Claims
- 1. A compound of the formulae ##STR376## wherein A is ##STR377## where R.sub.a is H, Cl, CH.sub.3, OCH.sub.3 or NO.sub.2 and R.sub.b is H, F or C.sub.1 -C.sub.2 alkyl with 0-5F and R.sub.c is CH.sub.3 or CF.sub.3 ;
- R.sub.1 is ##STR378## where R.sub.d is C.sub.1 -C.sub.3 alkyl, or R.sub.1 is N(CH.sub.3).sub.2, CN, CH.sub.2 S(O).sub.n CH.sub.3 or S(O).sub.n CH.sub.3, where n is 0, 1 or 2;
- R.sub.1 ' is H, Cl, F, Br, CH.sub.3 or OCH.sub.3 ;
- R.sub.2 is H, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.4 alkenyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.4 -C.sub.7 cycloalkylalkyl, C.sub.5 -C.sub.6 cycloalkenyl, C.sub.3 -C.sub.5 alkynyl, C.sub.3 -C.sub.6 cycloalkyl substituted with 1-2 CH.sub.3 groups, CF.sub.2 CF.sub.2 H, CF.sub.2 CHFCl, CF.sub.2 CHFBr, CF.sub.2 CHFCF.sub.3, C(CH.sub.3).sub.2 CN, (CH.sub.2).sub.m CN, where m is 1 or 2, CH.sub.2 CH.sub.2 OCH.sub.3, CH.sub.2 CH(CH.sub.3)OCH.sub.3, (CH.sub.2).sub.3 OCH.sub.3, CHR.sub.7 CO.sub.2 R.sub.8 or CHR.sub.7 CON(R.sub.8).sub.2, where R.sub.7 is H or CH.sub.3 and R.sub.8 is C.sub.1 -C.sub.3 alkyl, OCH.sub.3, ##STR379## where R.sub.9 is H, CH.sub.3, Cl, Br or F;
- R.sub.3 is C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.4 alkenyl, CH.sub.2 CH.sub.2 OCH.sub.3, CH.sub.2 CH(CH).sub.3 OCH.sub.3, CH.sub.2 CF.sub.3, or (CH.sub.2).sub.m CN, where m is 1 or 2, or CHR.sub.7 CO.sub.2 R.sub.8,
- NR.sub.2 R.sub.3 taken together are ##STR380## R.sub.4 and R.sub.5 are independently H or CH.sub.3, but R.sub.4 and R.sub.5 cannot both be CH.sub.3 ;
- R.sub.6 is ##STR381## wherein X is H, CH.sub.3, CH.sub.3 O or CH.sub.3 CH.sub.2 O;
- Y is Cl, Br, H, C.sub.1 -C.sub.3 alkyl, CF.sub.3, NHCH.sub.3 N(CH.sub.3).sub.2, OCH.sub.2 CF.sub.3, OCH.sub.3, OC.sub.2 H.sub.5, SCH.sub.3, O(CH.sub.2).sub.p OR.sub.10, where p is 2 or 3 and R.sub.10 is CH.sub.3 or C.sub.2 H.sub.5, CH.sub.2 CH.sub.2 OCH.sub.3, CH.sub.2 OCH.sub.3, CH.sub.2 OCH.sub.2 CH.sub.3, OCHR.sub.7 CO.sub.2 R.sub.11, OCHR.sub.7 CON(R.sub.8).sub.2, CO.sub.2 R.sub.11 and CH.sub.2 CO.sub.2 R.sub.11, where R.sub.11 is H or C.sub.1 -C.sub.3 alkyl, CH.sub.2 CN, NCH.sub.3 (CH.sub.2 CN), CH.sub.2 CH.sub.2 CN, CH.sub.2 Cl, N.sub.3, OCH.sub.2 CH.dbd.CH.sub.2 or OCH.sub.2 C.tbd.CH;
- provided that:
- (1) when R.sub.2 is OCH.sub.3, R.sub.3 is CH.sub.3 ;
- (2) when R.sub.2 is CF.sub.2 CHFCl, CF.sub.2 CHFBr, CF.sub.2 CF.sub.2 H or CF.sub.2 CHFCF.sub.3, then R.sub.3 is C.sub.1 -C.sub.4 alkyl;
- and their agriculturally suitable salts.
- 2. The compounds of claim 1 wherein R.sub.4 =R.sub.5 =H.
- 3. The compounds of claim 2 wherein W=O.
- 4. The compounds of claim 3 wherein R.sub.1 '=H.
- 5. The compounds of claim 3 wherein A is OCH.sub.2 CF.sub.3 or NR.sub.2 R.sub.3 and R.sub.2 is C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.4 alkenyl, OCH.sub.3, CH.sub.2 CH.sub.2 OCH.sub.3, CH.sub.2 CH(CH.sub.3)OCH.sub.3 or (CH.sub.2).sub.3 OCH.sub.3, or NR.sub.2 R.sub.3 taken together are ##STR382##
- 6. The compounds of claim 3 wherein R.sub.3 is C.sub.1 -C.sub.4 alkyl or where NR.sub.2 R.sub.3 taken together are ##STR383##
- 7. The compounds of claim 5 wherein R.sub.3 is C.sub.1 -C.sub.4 alkyl or where NR.sub.2 R.sub.3 taken together are ##STR384##
- 8. The compounds of claim 7 wherein R.sub.1 is H, Cl, CF.sub.3, NO.sub.2, CH.sub.3 or OCH.sub.3.
- 9. The compounds of claim 8 wherein R.sub.2 is C.sub.1 -C.sub.4 alkyl or NR.sub.2 R.sub.3 taken together are ##STR385##
- 10. The compounds of claim 9 in which
- X is CH.sub.3, OCH.sub.3 or OCH.sub.2 CH.sub.3 ; and
- Y is H, CH.sub.3, CH.sub.3 CH.sub.2, OCH.sub.2 CF.sub.3, OCH.sub.3, OC.sub.2 H.sub.5, OCH.sub.2 CH.sub.2 OCH.sub.3, CH.sub.2 OCH.sub.3, CH.sub.2 CH.sub.2 OCH.sub.3, N(CH.sub.3)CH.sub.2 CN, OCH.sub.2 CH.dbd.CH.sub.2, or OCH.sub.2 C.tbd.CH.
- 11. The compounds of claim 10 in which
- X is CH.sub.3, OCH.sub.3 or OCH.sub.2 CH.sub.3 ; and
- Y is CH.sub.3, OCH.sub.2 CF.sub.3, OCH.sub.3 or OCH.sub.2 CH.sub.3.
- 12. The compound of claim 1, N'-[(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-N,N-dimethyl-1,2-benzenedisulfonamide.
- 13. The compound of claim 1, N'-[(4-Methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-N,N-dimethyl-1,2-benzenedisulfonamide.
- 14. The compound of claim 1, N'-[(4,6-Dimethylpyrimidin-2-yl)aminocarbonyl]-N,N-dimethyl-1,2-benzenedisulfonamide.
- 15. The compound of claim 1, N'-[(4-Methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-N,N-diethyl-1,2-benzenedisulfonamide.
- 16. The compound of claim 1, N'-[(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-N,N-diethyl-1,2-benzenedisulfonamide.
- 17. The compound of claim 1, N'-[(4,6-Dimethylpyrimidin-2-yl)aminocarbonyl]-N,N-diethyl-1,2-benzenedisulfonamide.
- 18. The compound of claim 1, N.sup.2 [(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-N.sup.1,N.sup.1 -dimethyl-4-(trifluoromethyl)-1,2-benzenesulfonamide.
- 19. The compound of claim 1, 4-Chloro-N.sup.2 -[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-N.sup.1,N.sup.1 -dimethyl-1,2-benzenedisulfonamide.
- 20. The compound of claim 1, (2,2,2-Trifluoroethyl) 2-[[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]aminosulfonyl]benzenesulfonoate.
- 21. The compound of claim 1, (2,2,2-Trifluoroethyl) 2-[[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl]benzenesulfonoate.
- 22. The compound of claim 1, N'[(4,6-Dimethylpyrimidin-2-yl)aminocarbonyl]-N-ethyl-N-methyl-1,2-benzenedisulfonamide.
- 23. The compound of claim 1, N-Ethyl-N'-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-N-methyl-1,2-benzenedisulfonamide.
- 24. The compound of claim 1, N'-[(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-N-ethyl-N-methyl-1,2-benzenedisulfonamide.
- 25. The compound of claim 1, N-Methyl-N(1-methylethyl)-N'-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-1,2-benzenedisulfonamide.
- 26. The compound of claim 1, N-Methyl-N(1-methylethyl)-N'-[(4-methyl-6-methoxypyrimidin-2-yl)aminocarbonyl]-1,2-benzenedisulfonamide.
- 27. A composition for the control of undesirable vegetation consisting essentially of a compound of claim 1 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
- 28. A composition for the control of undesirable vegetation consisting essentially of a compound of claim 2 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
- 29. A composition for the control of undesirable vegetation consisting essentially of a compound of claim 3 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
- 30. A composition for the control of undesirable vegetation consisting essentially of a compound of claim 4 and at least one of (a) a surface-active agent and (b) a solid or liquid diluent.
- 31. A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 1.
- 32. A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 2.
- 33. A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 3.
- 34. A method for the control of undesirable vegetation comprising applying to the locus of such undesirable vegetation a herbicidally effective amount of a compound of claim 4.
RELATED APPLICATIONS
This application is a continuation-in-part of our copending application U.S. Ser. No. 130,342, now abandoned filed Mar. 14, 1980, which is a continuation-in-part of U.S. Ser. No. 059,153, filed July 20, 1979, now abandoned.
US Referenced Citations (3)
Continuation in Parts (2)
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Number |
Date |
Country |
Parent |
130342 |
Mar 1980 |
|
Parent |
59153 |
Jul 1979 |
|