Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing
Patent
1993-02-24
1995-12-05
Ford, John M.
Plant protecting and regulating compositions
Plant growth regulating compositions
Organic active compound containing
544 83, 544113, 544198, 544207, 544209, 544212, 544219, C07D40312, A01N 4366
Patent
active
054729335
DESCRIPTION:
BRIEF SUMMARY
BACKGROUND OF THE INVENTION
The present invention relates to herbicidal pyrrolesulfonylureas, compositions thereof and a method for their use as preemergence and/or postemergence herbicides or plant growth regulants.
New compounds effective for controlling the growth of undesired vegetation are in constant demand. In the most common situation, such compounds are sought to selectively control the growth of weeds in useful crops such as cotton, rice, corn, wheat and soybeans, to name a few. Unchecked weed growth in such crops can cause significant losses, reducing profit to the farmer and increasing costs to the consumer. In other situations, herbicides are desired which will control all plant growth. Examples of areas in which complete control of all vegetation is desired are areas around railroad tracks, storage tanks and industrial storage areas. There are many products commercially available for these purposes, but the search continues for products which are more effective, less costly and environmentally safe.
The "sulfonylurea" herbicides are an extremely potent class of herbicides discovered within the last few years which generally consist of a sulfonylurea bridge, --SO.sub.2 NHCONH--, linking two aromatic or heteroaromatic rings.
U.S. Pat. No. 4,368,067 discloses herbicidal sulfonylureas of the formula ##STR1## wherein: R.sub.1 is H, C.sub.1 -C.sub.4 alkyl, NO.sub.2, CN, C(O)CCl.sub.3, SO.sub.2 R.sub.11, C(O)R.sub.5 or CO.sub.2 H; cycloalkyl, benzyl, phenyl substituted with Cl or NO.sub.2, or C(O)R.sub.6 ; R.sub.8 ; and
U.S. Pat. No. 4,549,898 discloses herbicidal sulfonamides of the formula ##STR2## wherein: X is O, S, NR.sub.4 or --C(R.sub.5).dbd.N--; NO.sub.2, C.sub.1 -C.sub.3 alkoxy, C(W)R.sub.8, SO.sub.2 NR.sub.6 R.sub.7, S(O).sub.n --C.sub.1 -C.sub.3 alkyl or C(O)R.sub.9 ; -C.sub.6 cycloalkyl, benzyl, C(O)C.sub.1 -C.sub.4 alkoxy, C(O)NR.sub.6 R.sub.7 or C(O)C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by 1 to 3 halogen atoms; OCH.sub.3 or OCH.sub.2 CH.sub.3 ; attached, form a 5- or 6-membered saturated heterocyclic ring which may contain an oxygen; and
EP-A-126,711 discloses herbicidal sulfonamides of the formula ##STR3## wherein: Q is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, NO.sub.2, NH.sub.2, C.sub.1 -C.sub.4 alkylamino, C.sub.1 -C.sub.4 dialkylamino, CN, C.sub.1 -C.sub.4 alkoxycarbonyl, CHO, C.sub.2 -C.sub.4 alkoxyalkyl, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.1 -C.sub.4 alkenyl or C.sub.1 -C.sub.4 alkynyl; ##STR4## SO.sub.2 NR.sub.7 R.sub.8, C(O)R.sub.9 or (Y)mR.sub.10 ; X is O, S, NR.sub.5, C(R.sub.5).dbd.N, CH.dbd.CH or ##STR5## and R.sub.5 is H, C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.4 alkenyl.
EP-A-161,211 discloses herbicidal sulfonamides of the formula ##STR6## wherein: G is ##STR7## R.sup.2 is ##STR8## Q is O, S or NR.sup.7 ; A is O, S, SO, SO.sub.2 or --(CR.sub.10 R.sub.11).sub.m --; or phenyl; and
SUMMARY OF THE INVENTION
The invention comprises compounds of Formula I, agriculturally suitable compositions thereof and a method of use as preemergence and/or postemergence herbicides or plant growth regulants. ##STR9## wherein: J is ##STR10## W is O or S; R is H or CH.sub.3 ; CH.sub.2 CN; CH.sub.2 SCH.sub.3, CH.sub.2 SC.sub.2 H.sub.5 ; C.sub.2 -C.sub.6 alkyl optionally substituted with one C.sub.1 -C.sub.2 alkoxy, C.sub.1 -C.sub.2 alkylthio, CN or one or more halogens; C.sub.3 -C.sub.4 alkenyl; C.sub.3 -C.sub.4 haloalkenyl; C.sub.3 -C.sub.6 cycloalkyl; C(O)R.sup.5 ; N(CH.sub.3).sub.2 ; or Q.sup.1 ; C.sub.2 -C.sub.3 alkylcarbonyl, methoxycarbonyl, C.sub.1 -C.sub.2 alkoxy, C.sub.1 -C.sub.2 alkylthio, C.sub.1 -C.sub.2 alkylsulfonyl, S(O).sub.2 NR.sup.6 R.sup.7, OH or one or more halogens; C.sub.2 -C.sub.4 alkenyl optionally substituted with one C.sub.1 -C.sub.2 alkoxy, C.sub.1 -C.sub.2 alkylthio, CN or one or more halogens; (CH.sub.2).sub.m Q.sup.2 ; CN; C(O)R.sup.8 ; C(O)OR.sup.9 ; C(O)NR.sup.10 R.sup.11 ; C(R.sup.12).dbd.NOR.sup.13 ;
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Cuomo John
Lockett Bruce A.
Zimmerman William T.
E. I. Du Pont de Nemours and Company
Ford John M.
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