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Short Paper | Regular issue | Vol 102, No. 4, 2021, pp.731-742
Published online, 18th February, 2021
DOI: 10.3987/COM-21-14409
A Simple Synthesis and Antimicrobial Activity of Some New 1,2,4-Triazolopyrimidine Derivatives

Kamelia M. El-mahdy* and Azza M. El-kazak

*Department of Chemistry, Faculty of Education, Ain Shams University, Roxy 11757, Cairo, Egypt

Abstract

The synthesis of new 1-(7-oxo-5-phenyl-1,7-dihydro[1,2,4]triazolo-[1,5-a]pyrimidin-2-yl)guanidine (2) by reaction 2,3-diamino-6-phenylpyrimidin-4(3H)-one (1) with cyanoguanidine was achieved. Compound 2 reacted with malononitrile to produce diaminopyrimidine derivative 3 which upon treatment with CS2 resulted in the formation of 1,3,5-triazine 4. Cyclization of compound 1 with either benz[c]acridine-7-carboxylic acid or mandelic acid in presence of phosphoryl chloride was investigated. Moreover, 2-[chloro(phenyl)methyl]-5-phenyl[1,2,4]triazolo[1,5-a]pyrimidin-7(1H)-one (6) was used as a valuable scaffold to construct various fused and attached heterocyclic rings via simple reactions. The antimicrobial activity of the synthesized compounds were tested. Spectral and analytical data of the newly synthesized compounds were all in good agreement with the proposed chemical structures.