Synthesis and antileishmanial activity of 4-substituted aminomethyl-2-(4 '-acetylamino-3 '-chlorophenyl)1,3,4-oxadiazolin-5-thiones, substituted-1,2,4-triazolin-5-thiones and related systems

3-(4'-Acetylamino-3'-chlorophenyl)-1,3,4-oxadiazolin-5-thione (2) has been synthesized by the cyclization of substituted benzoyl hydrazine (1) in pres ence of potassium hydroxide and carbon disulphide. Aminomethylation of subs tituted thione (2) gave the target compounds (3-6). The carbohydrazide (1) was again treated with phenylisothiocyanate to get substituted 4-phenylthio semicarbazide (7), which underwent cyclization in presence of sodium hydrox ide to get corresponding thione (8). Treatment of (8) with benzyl chloride yielded 9 while its aminomethylation with formaldehyde and amines gave (10, 11, 12). Compounds 3,4,5,6 have shown promising antileishmanial activity.