Synthesis of Novel and Highly Functionalized Pyrimidine-5-carboxylate Derivatives and their Antimicrobial Evaluation
Hardik B. Ghodasara, Rajesh G. Vaghasiya, Bharat G. Patel and Viresh H. Shah
Affiliation: Department of Chemistry, Saurashtra University, Rajkot 360 005, India.
Keywords: Antimicrobial assay, Biginelli reaction, Pyrimidine-5-carboxylate, Standard drugs, Zone of inhibition.
In the present article, the antimicrobial properties of ethyl 4-amino-2-mercapto-6-arylpyrimidine-5-carboxylate
(2a-h) and ethyl 2-(2,4-dinitrophenylthio)-4-amino-6-arylpyrimidine-5-carboxylate (3a-h) were studied. Biginelli typed
three component reaction between an aldehyde, ethyl cyanoacetate and a thiourea constituent which gives a rapid facile
3,4-dihydropyrimidine ring (1a-h), which on aromatization using SeO2 and followed by reaction with 1-chloro-2,4-
dinitrobenzene giving final product (3a-h). The structures of all synthesized compounds have been established by extensive
IR, NMR and Mass studies and were assayed for their antibacterial activity against S. aureus MTCC-96 and E. coli
MTCC-443 and antifungal activity against A. niger MTCC-282 and C. albicans MTCC-227 at different concentrations
compared with Ampicillin, Chloramphenicol, Ciprofloxacin and Griseofulvin as standard drugs. The activity was measured
in the zone of inhibition. Among the all synthesized compounds, 2a, 2d, 3a, 3d and 3g are significantly active
against bacterial strain, while other compounds are weakly active. All the compounds are moderate to low active against
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