GB900111A - Trifluoromethyl-aryl-sulphonamides for use as protective agents against textile pests and as herbicides - Google Patents

Abstract

The invention comprises twenty-six specific trifluoromethyl-aryl-sulphonamides, and the preparation of the compounds by reacting the appropriate trifluoromethyl - aryl-sulphochlorides with the appropriate amines. Example 1 describes the preparation of 2,21-di-trifluoromethyl-4, 41-dichloro-diphenylsulphonamide by the action of 4-chloro-2-trifluoromethylbenzene-sulphonyl chloride on 4-chloro-2-trifluoromethylaniline. In a similar way there are obtained 2-trifluoromethyl-4-chloro-benzene-sulphonyl derivatives of 4-chloraniline, 3,4-dichloraniline and 2,4,5-trichloraniline. Example 2 describes the preparation of 2-trifluoromethyl - 4 - chlorobenzene-sulphonyl-41-chlorobenzylamide by the action of 4-chloro-2-trifluoromethylbenzene-sulphonyl chloride on 4-chlorobenzylamine. Example 3 is a list of other compounds which may be similarly prepared, representative compounds being 2-chloro-5-trifluoromethylbenzenesulphonyl-di-b -chloroethylamide, 3 - trifluoromethylbenzenesulphonyl-21-trifluoromethyl -41-chloranilide, 2-fluoro - 5 - trimethylfluorobenzenesulphonyl-41-chloranilide, 5-trifluoromethyl-2-ethylsulphonylbenzenesulphonyl-41 -chloranilide, and 21,41-dichloro - 4 - trifluoromethyl - diphenylether - 2 - sulphonyl-311,411-dichloranilide. All these compounds have use as protective agents against textile pests, moulds and bacteria (see Group VIII), and have herbicidal activity (see Group VI). 4-chloro - 2 - trifluoromethylbenzene-sulphonyl-chloride is prepared by reacting 4-chloro-2-trifluorobenzene diazonium chloride with a solution of cupric chloride dissolved in aqueous acetic acid saturated with sulphur dioxide. Reference has been directed by the Comptroller to Specification 859,345.ALSO:The invention relates to novel trifluoromethyl-aryl-sulphonamides (see Group IV (b)) which have herbicidal activity, and are protective agents against pests such as termites and spider mites. In Example 6, a mixed seed of mustard and oats is sprinkled, 24 hours after sowing, with a 0.1% aqueous solution of 2-chloro - 5 - trifluoromethylbenzene - sulphonyl-21, 41, 51-trichloranilide, containing as emulsifier nonyl phenyl polyglycol ether. No germination of the mustard occurs, while the oats grow normally. Example 7 relates to the protection of bean plants against a mixed population of Tetranychus telarious by spraying the plants with 2 - chloro - 5 - trifluoromethylbenzenesulphonyl - 21 - chloro - 51 - trifluoromethyl-anilide in aqueous solution containing acetone and an emulsifier. Reference has been directed by the Comptroller to Specification 859,345.