MICROWAVE MEDIATED AMINOMETHYLATION AND ANTILEISHMANIAL ACTIVITY OF 2-{4'-(2',4'-DICHLOROBENZYLOXY)-PHENYL}-1,3,4-OXADIAZOLIN-5-THIONESAND 3-{4'-(2',4'-DICHLOROBENZYLOXY)-PHENYL}-4-PHENYL-1,254-TRIAZOLIN-5-THIONES

摘要

2-{4'-(2",4"-DichIorobenzyloxy)-phenyl}-1,3,4-oxadiazo!in-5-thione 3 was prepared by the cyclization of 4-(2',4'-dichlorobenzyloxy)-benzoyl hydrazine 2 in the presence of potassium hydroxide and carbon disulphide.Aminomethylation 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-phenyIthiosemicarbazide 12 which underwent cyclization in the presence of sodium hydroxide to give corresponding triazolinthione 13.13 on being subjected to aminomethylation gave 14-20.The synthesized compounds were characterized by means of correct elemental analysis and spectral data(IR,PMR and FAB Mass).Compounds 3,4,5,6,10 and 20 showed 45-55% inhibition of L donovani while compounds 7,14&17 showed 80-86% inhibition of L donovani.