Reaction of 3-(2-methylbenzimidazol-1-yl)propanoic acid hydrazide (1) with
CS2/KOH gave oxadiazole 2 which underwent Mannich reaction to give 3. Compo
und 2 was treated with hydrazine hydrate to give triazole 4 which was treat
ed with both aldehydes and acetic anhydride to give 5 and 6, respectively.
Carbohydrazide 1 was reacted with ethyl acetoacetate, acetylacetone and ald
ehydes to give 7, 8 and 9, respectively. Cyclocondensation of 9 with thiogl
ycolic and thiolactic acids gave 10 and 11, respectively. Some of these com
pounds showed potential antimicrobial activities.