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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 (3 H )-thione ( 2 ) which was then alkylated at the sulfur atom with various alkyl halides in the presence of Et 3 N 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.

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