GB780520A - New sulphur containing compounds - Google Patents

Abstract

The invention comprises benzyl phenyl sulphides of the formula: <FORM:0780520/IV (a)/1> in which one of the phenyl radicals X or Y is substituted by one or more cyano, carbonamido, carboxy, or alkoxycarbonyl groups, and may be additionally substituted by one or more atoms of Cl, Br, F or I, and the other phenyl is unsubstituted or substituted by one or more cyano, carbonamido, carboxy or alkoxycarbonyl groups or Cl, Br, F or I atoms, except that when Y is unsubstituted, X may not have ortho-carboxy; also a process for the production of some of the compounds by reaction between substituted benzyl halides: <FORM:0780520/IV (a)/2> and benzene thiols: <FORM:0780520/IV (a)/3> in which A or B is substituted by COOH or CN and may be additionally by Cl, Br, F or I and the other phenyl is substituted by COOH, CN, Cl, F, Br or I or is unsubstituted. The -CN group may be obtained from dehydration of the -CONH2 group, and the COOH groups may be esterified. The -COOH groups present may be converted to -CONH2 by action of ammonia on the acid chloride. The invention also comprises acaricidal compositions (see Group VI). In examples: p-chlorophenyl p-cyanobenzyl sulphide, p-cyanobenzyl phenyl sulphide, p-cyanobenzyl p-fluorophenyl sulphide, o-(p-cyanobenzyl thio)-benzoic acid, and o-(p-chlorobenzylthio)-benzoic acid are prepared by condensation of the required substituted benzyl sulphide with a suitably substituted benzene thiol; o-(p-chlorbenzylthio)-benzamide, and the corresponding p-cyanobenzylthio- and benzylthio-compounds, are prepared by the action of ammonia on the acid chlorides, obtainable from the acids; p-chlorobenzyl o-cyanophenyl sulphide, benzyl o-cyanophenyl sulphide and p-cyanobenzyl o-cyanophenyl sulphide, are obtained by the action of POCl3 on the corresponding carboxyamides; ethyl and methyl esters of o-(p-chlorobenzylthio)benzoic acid are prepared by esterification of the acid.ALSO:Acaricidal compositions comprise as active ingredient benzyl phenyl sulphides of the formula <FORM:0780520/VI/1> in which the radicles X and Y may be substituted by halogens with or without other groups (see Group IV (b)), and may be in the form of dusts, dispersions, smokes, mists and aerosols. In examples, a dispersible powder is made from p-chlorophenyl p-cyanobenzyl sulphide, " Belloid " T.D. (Registered Trade Mark) and kaolin; an emulsifying agent and benzene with the above; and acetone with the same compound for an aerosol; other products which may be made up as active ingredients in compositions include phenyl benzyl sulphides substituted by fluoro and cyano, carboxylic ester and chloro.