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Regioselective Reaction: Synthesis Of Novel Mannich Bases Derived From 5-(4,6-Disubstituted-2-Thiomethyl Pyrimidyl) -1,3,4-Oxadiazole-2-Thiones And Their Biological Properties

Balakrishna Kalluraya, B.Lingappa, Satheesh Rai Nooji, Nalilu Suchetha Kumari

A new series of 2-(4,6-disubstituted-2-thiomethyl pyrimidyl)-1,3,4- oxadiazole-5-thiones (5a-c) were synthesized. These oxadiazoles can exist both in the thiol as well as in the thione tautomeric form. However when these compounds were subjected to Mannich reaction, N-Mannich bases (6a-r) were obtained rather than the S-Mannich bases. The structures of the new compounds were confirmed by spectral and analytical data. Few of these Mannich bases were evaluated for their possible antifungal and antibacterial activity. Most of the tested compounds showed significant antifungal and antibacterial activity comparable with that of the standard drug.