GB1125629A - Process for preparing hydroxythiadiazoles and product thereby obtained - Google Patents

Abstract

1,125,629. 1,2,5-Thiadiazole derivatives. ELI LILLY & CO. 2 Nov., 1965 [2 Nov., 1964], No. 46382/65. Heading C2C. [Also in Division A5] Substituted 1,2,5-thiadiazole derivatives of the general formula where R is a C 1-8 alkyl group, cycloalkyl having from 5 to 8 ring carbon atoms, #-C 1-4 -alkylmercaptoethyl, vinyl, phenyl optionally substituted by one or more methyl, halo, trifluoromethyl, nitro or methoxy group, or benzyl optionally substituted by one or more methyl, halo, trifluoromethyl, nitro or methoxy group, are prepared by reacting, in an inert reaction medium, a compound of the formula or an acid addition salt thereof, with thionyl chloride or thionyl aniline at a temperature sufficient to initiate reaction. The reaction with thionyl chloride is preferably carried out in the presence of chloroform, and the reaction medium employed for the reaction with thionyl aniline is preferably pyridine. The preferred temperature is between 60‹ and 120‹ C. The 1,2,5-thiadiazoles are employed as the active ingredients in disinfectant solutions. 3 - (Amino - 3 - carbamoylpropyl) - dimethylsulphonium chloride hydrochloride is prepared by reacting methionine with anhydrous hydrogen chloride in methanol, evaporating the reaction mixture to dryness, dissolving the residue in methanol and saturating with gaseous ammonia.