SYNTHESIS AND REACTIONS WITH PYRIMIDINE THIONE DERIVATIVES

Abstract

Methoxybenzalacetonaphthalenone (U reacted with thiourea and yielded

thiopyrimidine derivative <m. The behaviour of thiopyrimidine derivative towards electrophiles (e.g. dimethylsulphate, ethyl chloroacetate, acetic anhydride, phenyl

isocyanate and 6-xenoylacrylic acid) has been investigated. Also the behaviour of

6-xenoylpropionic acid derivative (IX) towards hydrazines, hydroxylamine, and acetic anhydride has been studied. On the other hand, the hetero ring opening of furanone derivative (XIV) had been undertaken. When thiopyrimidine derivative <m was submitted to react with nitrogen

nucleophiles e.g. acylhydrazines namely, benzoylhydrazine, phenacylhydrazine and salicyloylhydrazine afforded the nitrogen bridgehead compound (triazolopyrimidine) (XXII.a-!:}. Also thiopyrimidine derivative reacted with hydrazine hydrate and gave rise to the hydrazinopyrimidine derivative (XXV) which reacted in turn with carboxylic acids, ethyl acetoacetate, ethyl cyanoacetate, acetylacetone, phenyl isocyanate and carbonyl compounds and yielded products depending upon the functional group in the addendum. The structure of the obtained products were established by elemental analyses, and physical means in particular by studying their I.R, N.M.R spectra. Biological activity of some synthesized compounds have been investigated •