N,N'-disubstituted thiourea derivative 2 underwent oxidative cyclization with Br2/AcOH mixture to give thiazole 3.Thiadiazole 6 was obtained as the result of chlorination of 2 followed by amination and subsequent intramolecular cyclodehydraration. Thermal treatment of N,N'-disubstituted thiourea derivative 2 with TEA in DMF resulted in hydrolysis of 2 to furnish thiourea derivative 8. Treatment of compound 8 with semicarbazide, thiosemicarbazide, diethyl succinate, diethyl malonate / benzaldehyde or urea resulted in the formation of triazoles 11a,b, pyrrole 13, thiazine 16 and oxathiazole 19. The newly synthesized compounds were tested for their antioxidant and antimicrobial activities.