The synthesis of a number of bis-triazole derivatives starting from 2,2 -bis-(4-amino-5-mercapto-4H-1,2,4-triazol-3-yl)diphenyl amine (I) was achieved . Reactions involving its two functional groups for structural diversity was performed. Thus reacting I in DMSO, in CS₂/KOH, with acetic anhydride, chloroacetyl chloride, ethyl chloroacetate, epichlorohydrin, 2-chloro-5-nitropyridine, certain-2-chloro aromatic acids (alone or in presence of POCI₃), variousα,ß-unsaturated ketones and different aldehydes afforded II-XII respectively. Compounds XIIb_(a-h) were further cyclised in nitrobenzene to yield substituted bis-triazolothiadiazoles (XIII_a-h).
Compounds I-III, V, VIII, XI, XII, XIII were tested for their anti-tubercular activity. Compounds XIe and XIIIb were found to be active.