Thiazolo[4,5-d]pyrimidines: synthesis and antibacterial evaluation

Abstract

The reaction of 4-amino-5-bromo-2-chloro-6-methylpyrimidine (1) with carbon disulfide in the presence of KOH in DMF quantitatively gave 5-chloro-7-methylthiazolo[4,5-d] pyrimidine-2 (3H)-thione (2) which was then alkylated at the sulfur atom with various alkyl halides in the presence of Et3N in acetonitrile to give alkylthio derivatives 3. The substitution of the chlorine atom in 3 with morpholine was also investigated. The synthesized compounds were subjected to antibacterial evaluations.