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US 4,906,282 AGranted
Herbicidal sulfonamides
AssigneeE. I. Du Pont de Nemours and Company
InventorMorris P. Rorer
Life of this patent
Estimating the term…
Abstract
Herbicidal sulfonamides having the general formula ##STR1## wherein J, W, R and A are more particularly described herein, such compounds and agricultural compositions containing them being useful as preemergent or postemergent herbicides or both, or as plant growth regulants, including the manner of their use.
Claims23
A compound having the formula ##STR42## wherein J is selected from ##STR43## E is a single bond or --CH.sub.2 --;
- Q.sup.1 is --C(T.sup.1).dbd.N--O--Alk;
- T.sup.1 is selected from CN, F, Cl, Br, SCN, N.sub.3, C.sub.1 to C.sub.2 alkoxy, C.sub.1 to C.sub.2 thioalkyl, NH(C.sub.1 to C.sub.2 alkyl), N(C.sub.1 to C.sub.2 alkyl).sub.2, N(OCH.sub.3)CH.sub.3 and N(CH.sub.2).sub.3 or 4 ;
- Alk is selected from C.sub.1 to C.sub.3 alkyl, optionally substituted with CN, OCH.sub.3 SCH.sub.3 or halogen;
- and CH.sub.2 CH.dbd.CH.sub.2 ;
- Q.sup.2 is --C(T.sup.2).dbd.N--O--Alk;
- T.sup.2 is selected from H;
- C.sub.1 to C.sub.3 alkyl optionally substituted with CN, OCH.sub.3, SCH.sub.3 or halogen;
- cyclopropyl;
- F;
- Cl, Br;
- CN;
- SCN;
- N.sub.3 ;
- C.sub.1 to C.sub.2 alkoxy;
- C.sub.1 to C.sub.2 thioalkyl;
- NH(C.sub.1 to C.sub.2 alkyl);
- N(C.sub.1 to C.sub.2 alkyl).sub.2 ;
- N(OCH.sub.3)CH.sub.3 and N(CH.sub.2).sub.3 or 4 ;
- R.sup.1 is selected from H, C.sub.1 to C.sub.3 alkyl, C.sub.1 to C.sub.3 haloalkyl, halogen, CN, nitro, C.sub.1 to C.sub.3 alkoxy, C.sub.1 to C.sub.3 haloalkoxy, C.sub.1 to C.sub.3 alkylthio, C.sub.1 to C.sub.3 alkylsulfinyl, C.sub.1 to C.sub.3 alkylsulfonyl, SCF.sub.2 H, NH.sub.2, NHCH.sub.3, N(CH.sub.3).sub.2 or C.sub.1 to C.sub.2 alkyl substituted with one C.sub.1 to C.sub.2 alkoxy, C.sub.1 to C.sub.2 haloalkoxy, SH, SCH.sub.3, CN or OH;
- R.sup.2 is selected from H, F, Cl, Br, C.sub.1 to C.sub.2 alkyl, C.sub.1 to C.sub.2 haloalkyl or C.sub.1 to C.sub.2 alkoxy;
- R.sup.3 is selected from H, C.sub.1 to C.sub.3 alkyl, C.sub.1 to C.sub.2 haloalkyl, C.sub.3 to C.sub.4 alkenyl, C.sub.3 to C.sub.4 alkynyl, CH.sub.2 CN, phenyl and phenyl substituted by F, Cl, CH.sub.3 or OCH.sub.3 ;
- n is 0 or 1;
- R is H or CH.sub.3 ;
- W is O or S;
- A is selected from ##STR44## X is selected from H, C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, C.sub.1 to C.sub.4 haloalkoxy, C.sub.1 to C.sub.4 haloalkyl, C.sub.1 to C.sub.4 haloalkylthio, C.sub.1 to C.sub.4 alkylthio, halogen, C.sub.2 to C.sub.5 alkoxyalkyl, C.sub.2 to C.sub.5 alkoxyalkoxy, amino, C.sub.1 to C.sub.3 alkylamino, di(C.sub.1 to C.sub.3 alkyl)amino or C.sub.3 to C.sub.5 cycloalkyl;
- Y is selected from H, C.sub.1 to C.sub.4 alkyl, C.sub.1 to C.sub.4 alkoxy, C.sub.1 to C.sub.4 haloalkoxy, C.sub.1 to C.sub.4 haloalkylthio, C.sub.1 to C.sub.4 alkylthio, C.sub.2 to C.sub.5 alkoxyalkyl, C.sub.2 to C.sub.5 alkoxyalkoxy, amino, C.sub.1 to C.sub.3 alkylamino, di(C.sub.1 to C.sub.3 alkyl)amino, C.sub.3 to C.sub.4 alkenyloxy, C.sub.3 to C.sub.4 alkynyloxy, C.sub.2 to C.sub.5 alkylthioalkyl, C.sub.1 to C.sub.4 haloalkyl, C.sub.2 to C.sub.4 alkynyl, azido, cyano, C.sub.2 to C.sub.5 alkylsulfinylalkyl, C.sub.2 to C.sub.5 alkylsulfonylalkyl, ##STR45## and N(OCH.sub.3)CH.sub.3 ;
- m is 2 or 3;
- L.sub.1 and L.sub.2 are independently O or S;
- R.sub.a is H or C.sub.1 to C.sub.3 alkyl;
- R.sub.b and R.sub.c are independently C.sub.1 to C.sub.3 alkyl;
- and
- Z is CH provided that
- (i) when X is Cl, F, Br or I, then Y is OCH.sub.3, OC.sub.2 H.sub.5, N(OCH.sub.3)CH.sub.3, NHCH.sub.3, N(CH.sub.3).sub.2 or OCF.sub.2 H;
- (ii) when W is S, then R is H and Y is CH.sub.3, OCH.sub.3, OC.sub.2 H.sub.5, CH.sub.2 OCH.sub.3, C.sub.2 H.sub.5, CF.sub.3, SCH.sub.3, OCH.sub.2 CH.tbd.CH.sub.2, OCH.sub.2 C.tbd.CH, OCH.sub.2 CH.sub.2 OCH.sub.3, CH(OCH.sub.3).sub.2 or 1,3-dioxolan-2-yl;
- (iii) when the total number of carbons of X and Y is greater than four, the number of carbon atoms of Q.sup.1 or Q.sup.2 is less than or equal to four;
- and
- (iv) when J is J-6, J-7, J-8 or J-9, and X and Y are haloalkoxy or haloalkylthio, then T.sub.2 is F, Cl, Br, CN, SCN, N.sub.3, C.sub.1 to C.sub.2 alkoxy, C.sub.1 to C.sub.2 thioalkyl, NH(C.sub.1 to C.sub.2 alkyl), N(C.sub.1 to C.sub.2 alkyl).sub.2, N(OCH.sub.3)CH.sub.3 or N(CH.sub.2).sub.3 or 4.
34 more elements
Dependencies are inferred from the claim text.