One- Pot synthesis and reactions of Novel 5-(4-fluoro-phenyl)-3-(8-hydroxyquinolin-5- yl)-7-phenyl-5H-thiazolo[3,2-a]pyrimidine-6- carbonitrile as antimicrobial agents

Abstract

The synthesis of 5-(4-fluoro-phenyl)-3-(8-hydroxyquinolin-5-yl)-7-phenyl-5H-thiazolo[3,2-a]pyrimidine-6-carbonitrile 4 was achieved by one-potthree-component synthesis using p-TSA (10 mol %) in refluxing CH3CN. Compound 4 was utilized tosynthesize a new series of thiazolo[3,2-a]pyrimidines6-8, [1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles 10, 11a-c and 12a-c. Also, derivatives of Schiff bases 13a-c of compound 9 were obtained by the treatment with some aromatic aldehydes. The latter compounds under went Mannich reaction with morpholin to afford the N-morpholinomethyl- amino derivatives 14a-c. The structures of the new compounds are supported by FT IR, 1H NMR, 13 CNMR, Mass spectroscopy and elemental analysis. All newly synthesized compounds were screened for their antimicrobial activity.