Stauffer Chemical Company

Edmund J Gaughan

Ferenc M Pallos

Martin D Mahoney

Duane R Arneklev

Charles Kezerian

Hsiao-Ling Lam

Llewellyn W Fancher

Daniel L Hyzak

George B Large

Joanna K Hsu

Angelo J Bufalini

Compositions comprise an urea herbicide and a N-(benzenesulfonyl) carbamate of the formula ##STR1## in which X and Y are independently selected from the group consisting of hydrogen and methyl;

N-(benzenesulfonyl) carbamates herbicidal antidotes

Herbicidally active thiolcarbamates are employed in combination with certain organophosphate compounds having the formula ##STR1## in which R.sub.4 is selected from the group consisting of hydrogen and lower alkyl having from about 1 to about 6 carbon atoms;

Herbicide compositions of extended soil life

N-(Benzenesulfonyl) carbamates herbicidal antidotes

Herbicide antidote compounds and herbicidal compositions consisting of an active herbicide compound and an antidote therefor and the methods of use of the antidote compound and compositions wherein the antidote compounds correspond to the formula ##STR1##

Thiophosphoryl carbamate herbicide antidotes

N-(substituted benzenesulfonyl) carbamates as new compositions of matter useful as active herbicidal antidotes to protect against and decrease crop injury when used with a thiocarbamate herbicide when applied in various methods; improved herbicidal compositions and utility of said compositions to protect against and decrease phytotoxic crop injury when employing thiocarbamate herbicides and a two-part herbicide system comprising a first-part of one or more thiocarbamate herbicide and a second part of an effective antidote therefor compound said antidote compounds of the class N-benzene sulfonyl carbamates having the formula ##STR1## wherein X is hydrogen, bromo, chloro, methoxy, trifluoromethyl, and methyl; n is an integer from 1 to 3 inclusive, provided that when X is bromo, trifluoromethyl, or methoxy, n is 1; and R is selected from alkyl, haloalkyl wherein halo is chloro or fluoro, alkenyl, haloalkenyl and wherein halo is chloro, alkynyl, trifluoroacetamidomethyl, dialkylamino cyanoalkylthioalkyl, phosphonomethyl, lower alkyl substituted phenyl, 4-chlorophenylthiomethyl, alkoxyalkyl, alkylthioalkyl, cyanoalkyl, alkoxycarbonylalkyl, formamidoalkyl, alkoxycarbonylalkenyl, alkylcarbonylalkyl, 1,3-dioxacyclohexane-5,5-methylene, phenyl, chlorophenyl, benzyl, 4-chlorobenzyl, 4-methoxybenzyl, 3-pyridylmethyl, phenoxyethyl, 3-phenylpropyn-2-yl, methylthioacetimino, acetone imino and benzaldimino.

N-(Benzenesulfonyl) carbamates-herbicidal antidotes

Herbicidally active thiolcarbamates are employed in combination with certain N-methylcarbamoyloxy benzaldehyde imines having the formula ##STR1## in which R.sup.4 is selected from the group consisting of chlorophenyl, chlorophenylthiomethylphenyl, acetoxy, and ##STR2## where R.sup.5 is selected from the group consisting of phenyl, pyridyl, and cyanomethyl, and n is zero or one. In a typical application, the imine is included in sufficient quantity to lessen the rate of soil degradation of the thiolcarbamate. As a result, the herbicidal effectiveness of the thiolcarbamate is enhanced and prolonged, rendering a single application of the herbicide effective over a longer period of time.

N-Methylcarbamoyloxy benzaldehyde imine herbicide extenders

Sulfonylurea compounds have the formula ##STR1## in which R is selected from the group consisting of 1-4 carbon alkyl, phenyl, and methyl substituted phenyl;

Sulfonylurea herbicidal antidotes

N-(substituted and unsubstituted benzenesulfonyl) thiocarbamates as new compositions of matter useful as active herbicidal antidotes to protect various crops from injury when used with a thiocarbamate herbicide; improved herbicidal compositions and utility of said compositions employing N-benzenesulfonyl thiocarbamates having the formula ##STR1## wherein X is hydrogen, methyl, chloro, bromo, or methoxy; n is an interger 1 to 3, inclusive; R.sub.1 is hydrogen or methyl; and R.sub.2 is alkyl having from 1 to 4 carbon atoms, inclusive, methylthio-p-chlorobenzenesulfonyl carbamate, benzyl or 4-chlorophenyl; provided that when X is hydrogen and R.sub.1 is methyl, the R.sub.2 is other than ethyl.

N-(Benzenesulfonyl) thiocarbamates - herbicidal antidotes

Soybeans are protected against injury from a herbicidal mixture comprising a thiocarbamate and a triazine by use of certain N-benzenesulfonyl carbamates as herbicide antidotes. The N-benzenesulfonyl carbamates have the general structural formula ##STR1## wherein each of X.sub.1, X.sub.2, X.sub.3, X.sub.4 and X.sub.5 is independently selected from the group consisting of hydrogen, halogen and lower alkyl, with the proviso that when X.sub.3 is lower alkyl, X.sub.1 and X.sub.5 are not both hydrogen; and R is selected from the group consisting of lower alkyl, alkenyl, alkynyl and alkyl and alkenyl radicals substituted with up to five halo atoms.

Herbicidal compositions and methods

N-(substituted and unsubstituted benzenesulfonyl) thiocarbamates as new compositions of matter useful as active herbicidal antidotes to protect various crops from injury when used with a thiocarbamate herbicide; improved herbicidal compositions and utility of said compositions employing N-benzenesulfonyl thiocarbamates having the formula ##STR1## wherein X is hydrogen, methyl, chloro, bromo, or methoxy; n is an integer 1 to 3, inclusive; R.sub.1 is hydrogen or methyl; and R.sub.2 is alkyl having from 1 to 4 carbon atoms, inclusive, methylthio-p-chlorobenzenesulfonyl carbamate, benzyl or 4-chlorophenyl; provided that when X is hydrogen and R.sub.1 is methyl, the R.sub.2 is other than ethyl.

N-(Benzenesulfonyl) thiocarbamates-herbicidal antidotes

N-(Substituted benzenesulfonyl) carbamates as new compositions of matter useful as active herbicidal antidotes to protect against and decrease crop injury when used with a thiocarbamate herbicide when applied in various methods; improved herbicidal compositions and utility of said compositions to protect against and decrease phytotoxic crop injury when employing thiocarbamate herbicides and a two-part herbicide system comprising a first-part of one or more thiocarbamate herbicide and a second part of an effective antidote therefor compound said antidote compounds of the class N-benzene sulfonyl carbamates having the formula ##STR1## wherein X is hydrogen, bromo, chloro, methoxy, trifluoromethyl, and methyl; n is an integer from 1 to 3 inclusive, provided that when X is bromo, trifluoromethyl, or methoxy, n is 1; and R is selected from alkyl, haloalkyl wherein halo is chloro or fluoro, alkenyl, haloalkenyl and wherein halo is chloro, alkynyl, trifluoroacetamidomethyl, dialkylamino cyanoalkylthioalkyl, phosphonomethyl, lower alkyl substituted phenyl, 4-chlorophenylthiomethyl, alkoxyalkyl, alkylthioalkyl, cyanoalkyl, alkoxycarbonylalkyl, formamidoalkyl, alkoxycarbonylalkenyl, alkylcarbonylalkyl, 1,3-dioxacyclohexane-5,5-methylene, phenyl, chlorophenyl, benzyl, 4-chlorobenzyl, 4-methoxybenzyl, 3-pyridylmethyl, phenoxyethyl, 3-phenylpropyn-2-yl, methylthioacetimino, acetone imino and benzaldimino.

N-(Benzenesulfonyl) carbamates - herbicidal antidotes

Certain 1-(3,5-dichlorobenzoyl)-3-phenylpyrazolines which have the structural formula ##STR1## where R is hydrogen, alkyl, alkoxy or halo and their uses as a mildewicide.

1-(3,5-Dichlorobenzoyl)-3-phenylpyrazolines and their use as mildewicides

This invention relates to herbicidal active compounds and their use. The compounds of this invention correspond to the formula: ##STR1## wherein R is selected from cyclopropyl, ethyl, furyl, benzyl, methyl, and 3,4-methylenedioxy-benzyl; R.sub.1 is selected from chloro and trifluoromethyl; R.sub.2 is selected from hydrogen, 4-chloro, 4-propargyloxy, and 5-chloro; R.sub.3 is selected from ethyl, chloroethyl, isobutyl, allyl and propargyl.

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Berkeley, CA, United States of America

Edmund J Gaughan