MICROWAVE MEDIATED SYNTHESIS AND ANTILEISHMANIAL ACTIVITY OF 4-AMINOMETHYL-2-{4'-(4'-CHLOROBENZYLOXY)-PHENYL}-1,3,4-OXADIAZOLIN-5-THIONES AND 3-{4'-(4 '-CHLOROBENZYLOXY)-PHENYL}-1-AMINOMETHYL-4-PHENYL-1,2,4-TRIAZOLIN-5-THIONES

摘要

2-{4'-(4"-Chtorobenzyloxy)-phenyl}-1,3,4-oxadiazolin-5-thione 3 was prepared by the cyclization of 4-(4'-chlorobenzyloxy)-benzoylhydrazine 2 in the presence of potassium hydroxide and carbon disulfide.Mannich condensation of 3 with formaldehyde and amines,under microwave irradiation furnished 4-10.Compound 3 on reaction with hydrazine hydrate gave 3-substituted-4-amino-1,2,4-triazolin-5-thione 11.Compound 2 was again treated with phenylisothiocyanate to get 4-phenylthiosemicarbazide 12,which underwent cyclization in the presence of sodium hydroxide to give corresponding triazolinthione 13.13 on being subjected to Mannich reaction in the presence of formaldehyde and amines under microwave irradiation gave 14-20.The synthesized compounds were characterized by means of correct elemental analysis and spectral data (IR,PMR & FAB Mass).Compounds 3,4,5,6,10,14 and 20 showed 50% inhibition of L donovani while compounds 7 & 12 exhibited 75% inhibition of L donovani.