Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Pyrimidine Derivatives. I. Synthesis of Thiazolo [5, 4-d]-pyrimidines and Related Compounds. (1).
Torizo TakahashiTakio NaitoShoji Inoue
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1958 Volume 6 Issue 4 Pages 334-338

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Abstract
The reaction of 2-chloro-4-thiocyano-5-nitropyrimidine with alcohol, sodium alkoxide, or sodium ethanethioxide was studied, and 5-nitrouracil, 2-ethoxy-4-mercapto-5-nitro-pyrimidine (IV), and 2-ethylthio-4-thiocyano-5-nitropyrimidine (VII) were obtained from the above reagents, while (IV) was reduced to the corresponding amino derivative (VIII). 2-Amino-5-ethylthio-thiazolo [5, 4-d] pyrimidine was synthesized by the reduction of (VII). Treatment of (VIII) with formic acid, acetic anhydride, or potassium methylxanthate, gave 5-ethoxy-, 2-methyl-5-ethoxy-, and 2-mercapto-5-ethoxythiazolo [5, 4-d] pyrimidine, respectively.
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© The Pharmaceutical Society of Japan
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