Synthesis and antimicrobial evaluation of some new pyrimidines and condensed pyrimidines

Abstract

The reaction of 4-(4-chlorophenyl)-2-mercapto-6-oxo-1,6-dihydropyrimidine-5-carbonitrile 1 with benzylidenemalononitrile and/or methyl iodide has yielded dihydropyrimido[1,2-a]pyrimidine derivative 5 and methylthio derivative 6 respectively. Thiated product 7 was cyclized with chloroacetonitrile to give thienopyrimidine derivative 9. Compound 6 was reacted with hydrazine hydrate to give diaminopyrimidine derivative 10. Reaction of 10 with different reagents afforded tetrazolopyrimidine, triazolopyrimidine and pyrimidotriazepine derivatives 11–22. The antimicrobial activity was studied against examples of Gram-positive and Gram-negative bacteria using Tetracycline (Antibacterial agent) and Amphotericin B (Antifungal agent) as standard.

Keywords

• Tetrazolopyrimidine
• Diaminopyrimidine
• Triazolopyrimidine
• Pyrimidotriazepine
• Pyrimidothiazine
• Antimicrobial