Synthesis and biological evaluation of new pyrimidine derivatives

Abstract

4-Oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine (2-thiouracil) 1 is reacted with a series of diazotized aromatic amines to give compounds 2a-f. On the other hand compound 1 is s-methylated by methyl iodide giving 4-oxo-2-methylthioxo 1,2,3,4­-tetrahydropyrimidine 3, which inturn is reacted with a series of diazotized aromatic amines giving arylazo derivatives of the type 4a-e. In another reaction compound 1 is hydrolysed by monochloroacetic acid in hydrochloric acid into 2,4-dioxo,1,2,3,4­tetrahydropyrimidine (uracil) 5 which is reacted with a series of diazotized aromatic giving aryl azo compounds of the type 6a-f. The products showed some cytotoxic activity in addition to antibacterial activity (compounds 2a, 4c, 4d and 6d) and antimicrobial activity (compounds 2a, 4a-e and 6a-f).