Synthesis and biological activities of some thiazolo triazines and thiazolo thiazoliodinones containing 5-chloro-3-methyl-2-yl benzofuran moiety

Abstract

5-Chloro-3-methyl-2-acetylbenzofuran 1 on bromination yielded 5-chloro-3-methyl-2-bromoacetylbenzofuran 2 which on further reaction with urea gave 2-amino-4-(5-chloro-3-methylebenzofuran-2-yl) thiazole 3. The condensation of 3 with potassium isothiocynate and substituted aryl isothiocyanates gave 4-(5-chloro-3-methylbenzofuran-2-yl)-2-thioureido/arylthioureidothiazoles 4-7 in good yields. Compounds 4-7 upon reaction with carbon disulphide and monochloroacetic acid underwent cyclization to give titled compounds 8-11 and 12-15. The structure of these compound were confirmed by IR, 1H NMR and mass spectral studies. All synthesized compounds were evaluated for antibacterial and antifungal activities. Some compounds displayed good antibacterial and antifungal activity compared to standard drugs.