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Short Paper | Regular issue | Vol 87, No. 4, 2013, pp.841-851
Published online, 13th February, 2013
DOI: 10.3987/COM-13-12663
Synthesis and Biological Evaluation of Some New Pyrimidine Derivatives

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

*Department of Chemistry, Faculty of Education, Ain Shams University, Roxy, Cairo 11711, Egypt

Abstract

Reaction of 2-mercaptopyrimidine 1 with ethyl chloroacetate afforded isomeric pyrimidines 2 and 3. Interaction of 3 with bifunctional nitrogen nucleophiles yielded pyrimidotriazine 5 and 7. Hydrazinolysis of 2 by hydrazine hydrate afforded hydrazinopyrimidine 8. Treatment of 8 with acetophenone gave 9. Cyclization of 9 with Vilsmeier reagent afforded the pyrazole carbaldehyde 10. Interaction of 8 with benzylidenemalononitrile and/or ethyl ethoxymethylene- cyanoacetate afforded the pyrazoles 11 and 12. The reaction of 8 with p-chlorobenzaldehyde yielded 13, which was cyclized with thioglycolic acid to give thiazolidinone 14. The biological activity of selected compounds was investigated.