Synthesis of 3, 5-Diaryl-1, 2, 4-dithiazolium Salts

Abstract

A convenient method for synthesizing 3, 5-diary1-1, 2, 4-dithiazolium salts (2a-g) was deve-loped: 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-1, 2, 4-thiadiazoles (1 a, b, c), 3, 5-diaryl-1, 2, 4-triazoles [3 a, b, c] or 3, 5-diaryl-1, 2, 4-oxadiazoles (4 a, b, c), respectively, in good yields by treatment with ammonia, hydrazine, or hydroxylamine.