Synthesis and antimicrobial activity of new triazolopyrimidinecarbonitrile derivatives

5-Cyano-2-hydrazino-3-methyl-6-(3,4,5-trimethoxyphenyl)pyrimidin-4(3H)-o ne was prepared and reacted with carbon disulphide to give the corresponding 3-thioxo derivative 2. Hydrazinolysis of 2 gave the 3-hydrazino derivative 3. Reaction of 3 with aromatic aldehydes, formic acid, acid chlorides, carbon disulfide, nitrous acid, pyruvic acid, acetylacetone and benzoylacetone gave the corresponding condensation products 4a-g, 5, 6a-b, 7, 8, 9 and 10a-b. Some of the newly synthesized compounds exhibited a high antimicrobial activity against both gram positive and gram negative bacteria and fungi.