Back to results
US 4,789,465 AGranted
Herbicidal pyridine N-oxide sulfonylureas
AssigneeE. I. Du Pont de Nemours and Company
InventorsWilliam E. Barnette, Thomas R. Dean, Wallace C. Petersen, Barry A. Wexler
Life of this patent
Estimating the term…
Abstract
This invention relates to pyridine N-oxide sulfonylurea herbicides, agriculturally suitable compositions containing them and their method-of-use as preemergent and/or postemergent herbicides or plant growth regulants.
Claims25
A compound of the formula:
- ##STR524## wherein J is ##STR525## wherein R is H or CH.sub.3 ;
- E is a single bond or CH.sub.2 ;
- W is O, S or NR.sub.x ;
- R.sub.x is H, C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy;
- R.sub.1 is H, F, Cl, Br, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 haloalkoxy or C.sub.1 -C.sub.3 thioalkyl;
- R.sub.2 is H, Cl, Br, F, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, cyclopropyl optionally substituted by 1-4 halogen, cyclobutyl optionally substituted by 1-4 halogen, C.sub.2 -C.sub.4 alkenyl optionally substituted by halogen, C.sub.2 -C.sub.4 alkynyl optionally substituted by halogen, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.3 -C.sub.4 alkenyloxy, C.sub.3 -C.sub.4 alkynyloxy, NO.sub.2, CO.sub.2 R.sub.3, NR.sub.4 R.sub.5, S(O).sub.n R.sub.6, SO.sub.2 NR.sub.7 R.sub.8, C(O)NR.sub.9 R.sub.10, ##STR526## n is 0, 1 or 2;
- R.sub.3 is C.sub.1 -C.sub.3 alkyl, C.sub.2 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.3 -C.sub.4 alkenyl, CH.sub.2 (C.sub.3 -C.sub.5 cycloalkyl) or C.sub.3 -C.sub.4 alkynyl;
- R.sub.4 is H or C.sub.1 -C.sub.2 alkyl;
- R.sub.5 is C.sub.1 -C.sub.2 alkyl;
- R.sub.6 is C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.4 alkenyl, C.sub.2 -C.sub.4 alkoxyalkyl or C.sub.1 -C.sub.3 haloalkyl;
- R.sub.7 is H or C.sub.1 -C.sub.2 alkyl;
- R.sub.8 is C.sub.1 -C.sub.2 alkyl or C.sub.1 -C.sub.2 alkoxy;
- R.sub.9 is H or C.sub.1 -C.sub.3 alkyl;
- R.sub.10 is C.sub.1 -C.sub.3 alkyl;
- R.sub.11 is H or CH.sub.3 ;
- R.sub.12 is H or CH.sub.3 ;
- R.sub.13 is H, C.sub.1 -C.sub.3 alkyl, allyl, C.sub.1 -C.sub.3 haloalkyl or C.sub.1 -C.sub.3 alkyl substituted with C.sub.1 -C.sub.2 alkoxy;
- R.sub.13 ' is H, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, allyl, C.sub.1 -C.sub.2 alkoxy, C.sub.1 -C.sub.2 haloalkoxy or C.sub.1 -C.sub.2 alkylthio;
- R.sub.13 " is H, C.sub.1 -C.sub.3 alkyl, allyl or C.sub.1 -C.sub.3 haloalkyl;
- R.sub.14 is C.sub.1 -C.sub.3 alkyl, CH.sub.2 OCH.sub.3 or CH.sub.2 CN;
- ##STR527## X is H, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkylthio, halogen, C.sub.2 -C.sub.5 alkoxyalkyl, C.sub.2 -C.sub.5 alkoxyalkoxy, amino, C.sub.1 -C.sub.3 alkylamino or di(C.sub.1 -C.sub.3 alkyl)amino;
- Y is H, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkylthio, C.sub.2 -C.sub.5 alkoxyalkyl, C.sub.2 -C.sub.5 alkoxyalkoxy, amino, C.sub.1 -C.sub.3 alkylamino, di(C.sub.1 -C.sub.3 alkyl)amino, C.sub.3 -C.sub.4 alkenyloxy, C.sub.3 -C.sub.4 alkynyloxy, C.sub.2 -C.sub.5 alkylthioalkyl, C.sub.2 -C.sub.5 alkylsulfinylalkyl, C.sub.2 -C.sub.5 alkylsulfonylalkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.2 -C.sub.4 alkynyl, C.sub.3 -C.sub.5 cycloalkyl, azido, cyano, ##STR528## or N(OCH.sub.3)CH.sub.3 ;
- m is 2 or 3;
- Q.sub.1 and Q.sub.2 are independently O or S;
- R.sub.a is H or C.sub.1 -C.sub.3 alkyl;
- R.sub.b and R.sub.c are independently C.sub.1 -C.sub.3 alkyl;
- and
- Z is CH, CCH.sub.3, CC.sub.2 H.sub.5, CCl or CBr;
- and their agriculturally suitable salts;
- provided that
- (1) when X is halogen, then Z is CH and Y is OCH.sub.3, OC.sub.2 H.sub.5, NH.sub.2, NHCH.sub.3, N(CH.sub.3).sub.2, OCF.sub.2 H, OCF.sub.2 Br or N(OCH.sub.3)CH.sub.3 ;
- (2) when W is S, then R is H, E is a single bond, Z is CH and Y is CH.sub.3, OCH.sub.3, OC.sub.2 H.sub.5, CHHd 2OCH.sub.3, C.sub.2 H.sub.5, CF.sub.3, SCH.sub.3, OCH.sub.2 CH.dbd.CH.sub.2, OCH.sub.2 .tbd.CH, OCH.sub.2 CH.sub.2 OCH.sub.3, CH(OCH.sub.3).sub.2 or ##STR529## nd (3) when the total number of carbon atoms of X and Y is greater than four, then the combined number of carbons of R.sub.1 and R.sub.2 is less than or equal to six and
- (4) when X or Y is C.sub.1 haloalkoxy, then Z is CH.
30 more elements
Dependencies are inferred from the claim text.