GB913996A - Thiophosphoric acid ester amides - Google Patents

Abstract

The invention comprises thiophosphoric acid ester amides of the formula: <FORM:0913996/IV (b)/1> wherein R is a C1-C4 alkyl radical, R1 is an alkyl, cycloalkyl, haloalkyl, cyanoalkyl, carbalkoxyalkyl, dialkylaminoalkyl, alkoxyalkyl, alkyl-(or cycloalkyl-)mercaptoalkyl, arylor haloaryl-mercapto-alkyl, aralkyl (with optionally substituted aryl), phenyl, C1-C4 alkyl - substituted - phenyl, halo - substitutedphenyl, alkylmercapto-substituted-phenyl or -tolyl radical or an alkylene chain bearing a second <FORM:0913996/IV (b)/2> radical, said alkylene chain being optionally interrupted by a C(O) group, C(S) group, NH group, oxygen atom or a sulphur atom and wherein X is oxygen or sulphur but when X is oxygen R1 is not a halo-substituted-phenyl radical or an alkyl radical. They may be obtained by reacting a dialkylamino thiophosphoric acid dichloride with an equimolecular amount of an alkali metal alcoholate and then reacting the dialkylaminothionophosphoric acid ester chloride thus obtained with a compound R1XH in which R1 and X are as defined above. The compounds in which X is sulphur may also be obtained by reacting the dialkylaminothionophosphoric acid ester chloride with an alkali metal hydrogen sulphide, e.g. potassium hydrogen sulphide, and then reacting the resulting salt with an organic halide R1Hal in which R1 is as defined above and Hal is halogen. Several examples are given for the production of products in which the -N(alkyl)2 radical is -N(CH3)2, R is C2H5, X is O or S and R1 is a radical as defined above. The products have insecticidal properties (see Group VI). Specification 789,122 is referred to. Reference has been directed by the Comptroller to Specification 806,148. p ALSO:An insecticidal composition comprises a solid or liquid carrier or diluent and a thiophosphoric acid ester amide of the formula <FORM:0913996/VI/1> wherein R is a C1-C4 alkyl radical, R1 is an alkyl, cycloalkyl, haloalkyl, cyanoalkyl, carbalkoxyalkyl, dialkylaminoalkyl, alkoxyalkyl, alkyl (or cycloalkyl-)mercaptoalkyl, aryl- or haloaryl-mercapto alkyl, aralkyl (with optionally substituted aryl), phenyl-, C1-C4 alkylphenyl, halophenyl, alkylmercapto-phenyl (or -tolyl) or an alkylene chain bearing a second <FORM:0913996/VI/2> radical, said alkylene chain being optionally interrupted by a C(O), C(S) or NH-group, or by an O or S atom, and wherein X is O or S but when X is O, R1 is not a halophenyl radical or an alkyl radical (see Group IV (b)). Specified carriers or diluents are talc, chalk, kieselguhr, bentonite, clay, water (if necessary with an emulsifier), alcohols, ketones, dimethyl formamide and liquid hydrocarbons. Known insecticides and/or fertilizers may also be present. In the specified products the N(alkyl)2 radical is N(CH3)2 and the radical R is ethyl. Specification 789,122 is referred to. Reference has been directed by the Comptroller to Specification 806,148.