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ChemInform Abstract: Study on the Formation of Thiazolopyrimidinediones and Pyrimidothiazinediones from 6-Methyl-2-thiouracil.

✍ Scribed by K. M. GHONEIM; M. Y. H. ESSAWI; M. S. MOHAMED; A. M. KAMAL

Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis

Study on the Formation of Thiazolopyrimidinediones and Pyrimidothiazinediones from 6-Methyl-2-thiouracil.

-Regioselective cyclocondensation at N-3 of the pyrimidine nucleus is achieved by treatment of thiouracil (I) with bromopropionic or chloroacetic acid followed by heating of the intermediates in acetic anhydride/pyridine affording the title compounds (III) and (V), respectively. Compound (V) is isolated as its acetoxy derivative, which is subsequently hydrolyzed. On the other hand, when (I) is reacted directly with the acid chlorides (VI) mixtures of N-1 and N-3 cyclized products are obtained. -(GHONEIM, K.

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