SYNTHESIS OF 3,5-DIARYL-1,2,4-DITHIAZOLIUM SALTS

A convenient method for synthesizing 3,5-diaryl-l, 2, 4-dithiazoIium salts [2 a~g] was developed : the reaction of arencarbothioamides with iodine or some reagents, behaving a similar manner as iodine, gave the dithiazolium salts. In addition, hydrogen sulfide was passed into a nitrile-iodine mixture in a appropriate solvent to give a dithiazolium salt directly. These dithiazolium salts gave 3, 5-diaryl-l,2,4-thiadiazoles [1 a, b, c], 3,5-diaryl-l, 2,4-triazoles [3 a, b, c] or 3,5-diaryl-l,2,4-oxadiazoles [4 a, b, c], respectively, in good yields by treatment with ammonia, hydrazine, or hydroxylamine. © 1979, The Chemical Society of Japan. All rights reserved.