L. Boi, I. Korzha, N. Barba
Apr 1, 1999
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0
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Journal
Russian Chemical Bulletin
Abstract
The reaction of 3-amino-4-methylbenzoic acid with tetramethylthiuram disulfide in DMF afforded 3-N,N-dimethylthioureido-4-methylbenzoic acid. Thermolysis or treatment of the latter with acidic reagents resulted in elimination of dimethylamine to form 3-isothiocyanato-4-methylbenzoic acid whose reaction with hydrazine yielded substituted thiosemicarbazide. The reactions of the latter with aldehydes and ketones gave thiosemicabazones, and its reaction with tetramethylthiuram disulfide afforded 3-(2-mercapto-1,3,4-thiadiazol-5-ylamino)-4-methylbenzoic acid.