Synthesis Of Some Pyrimidine Derivatives of Biological Interest

Abstract

The work in this thesis involving the behaviour of 3-{4-[6-(4- methoxy-phenyl)-2-thioxo-2,3-dihydro-pyrimidin-4-yl]-phenyl}-2- methyl-3H-quinazolin-4-one (2a) and/or 3-{4-[6-(4-methoxy­ phenyl)-2-oxo-2,3-dihydro-pyrimidin-4-yl]-phenyI}-2-met-hyl-3H­ quinazolin-4-one (2b) toward some nitrogen and carbon nucleophiles with the aim of comparing reactivities and to synthesize some new heterocycle systems of biological interest.

Reaction of 2a and/or 2b with acrylonitrile afforded the • Michael-type products 3a,b. Also, the acylation of 2a and I or 2b with acetic anhydride gave s- and o-acylated derivatives 4a,b and when 2a reacted with piperidine afforded the pyrimidine derivative 5, but the fusion of 2a with anthranilic acid gave the condensed

product 6. On the other hand the reaction of 2a with ammonium acetate gave aminopyrimidine 7. Also, the alkylation of 2a, 2b with chloracetic acid afforded s- and o-acetic acid derivatives 8a,b. While, the oxidation of the thione 2a with NaN02/ACOH gave the corresponding disulphide 9.