N-[(phosphinyl) amino]thio- and N-[(phosphinothioyl)amino]-thio-methylcarbamates and methods for controlling insects

The method for controlling insect pests which comprises contacting susceptible insect pests with an effective amount of N-[(phosphinyl)amino]thio- and N-[(phosphinothioyl)amino]thiomethylcarbamates represented by the schematic formula ##STR18## wherein R is selected from the group consisting of ##STR19## wherein R.sub.2, R.sub.3, and R.sub.4 are the same or different and are selected from the group consisting of hydrogen, lower-alkyl of one to five carbon atoms, inclusive, halogen, lower-alkoxy of one to five carbon atoms, inclusive, lower-alkylthio of one to five carbon atoms, inclusive, dialkylamino with each alkyl the same or different and having one to three carbon atoms, inclusive, and -N.dbd.CHN(CH.sub.3).sub.2 ;

• and ##STR20## wherein A and B are the same or different and are selected from the group consisting of hydrogen, lower-alkyl of one to five carbon atoms, inclusive, lower-alkylthio of one to five carbon atoms, inclusive, monocyano substituted alkylthio of one to five carbon atoms, inclusive, phenylthio wherein phenyl is unsubstituted or substituted with one to three substituents, same or different, selected from the group consisting of halogen and lower-alkyl of one to four carbon atoms, inclusive, cyano, alkoxy having one to five carbon atoms, inclusive, phenyl, and hydrogen, with the provisio that when B is hydrogen, A is of the formula ##STR21## wherein R.sub.5 is selected from the group consisting of alkyl of one to three carbon atoms, inclusive, and phenyl;
• R.sub.6 is alkyl of one to three carbon atoms, inclusive;
• and phenyl;
• R.sub.6 is alkyl of one to three carbon atoms, inclusive;
• R.sub.7 is selected from the group consisting of alkyl of one to three carbon atoms, inclusive, and SR.sub.8, wherein R.sub.8 is alkyl and is the same alkyl group as R.sub.5.

Formulations for pest control comprising an adjuvant carrier and a biologically effective amount of one or more N-[(phosphinyl)amino]thio- and N-[(phosphinothioyl)amino]thio- methylcarbamates as active ingredient represented by the schematic formula:

• ##STR25## wherein R is selected from the group consisting of ##STR26## wherein R.sub.2, R.sub.3, and R.sub.4 are the same or different and are selected from the group consisting of hydrogen, lower-alkyl of one to five carbon atoms, inclusive, halogen, lower-alkoxy of one to five carbon atoms, inclusive, lower-alkylthio of one to five carbon atoms, inclusive, dialkylamino with each alkyl the same or different and having one to three carbon atoms, inclusive, and N.dbd.CHN(CH.sub.3).sub.2 ;
• ##STR27## wherein A and B are the same or different and are selected from the group consisting of lower-alkyl of one to five carbon atoms, inclusive, lower-alkylthio of one to five carbon atoms, inclusive, phenylthio wherein phenyl is unsubstituted or substituted with one to three substituents, same or different, selected from the group consisting of halogen and lower-alkyl of one to four carbon atoms, inclusive, monocyano substituted alkylthio of one to five carbon atoms, inclusive, cyano, alkoxy having one to five carbon atoms, inclusive, phenyl, and hydrogen, with the proviso that when A is hydrogen, B is of the formula ##STR28## wherein R.sub.5 is selected from the group consisting of alkyl of one to three carbon atoms, inclusive, and phenyl;
• R.sub.6 is alkyl of one to three carbon atoms, inclusive;
• R.sub.7 is selected from the group consisting of alkyl of one to three carbon atoms, inclusive, and SR.sub.8, wherein R.sub.8 is alkyl and is the same alkyl group as R.sub.5 ;
• R.sub.1 is selectef from the group consisting of lower-alkyl, phenyl, substituted phenyl, phenlower-alkyl and cycloalkyl, X is oxygen or sulfur, and Y and Y' are the same or different and are selected from the group consisting of lower-alkyl, lower-alkoxy, lower-alkylthio, cycloalkyl, phenyl, substituted-phenyl, phenoxy, substituted phenoxy, thiophenoxy, and substituted thiophenoxy.