Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on the Pyrimidine Derivatives. XXII. The Syntheses of New Thiamine Derivatives.
Akira TakamizawaKentaro HiraiYoshio Hamashima
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1963 Volume 11 Issue 7 Pages 882-887

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Abstract
Direct introduction of substituents of organic groups to the hydroxyl group of thiamine was achieved by the use of phosgene. O-Chlorocarbonylthiamine (VI) thus prepared was converted into O-carbamoylthiamine and O-alkoxycarbonylthiamine. The free bases of O-carbamoyl derivatives were assigned dihydrothiochrome structures (XV) and (XVI). S-Carbamoylthiamine derivatives were also prepared. Application of S→O rearrangement of the carbamoyl group gave various O, S-bis substituted thiamine derivatives.
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© The Pharmaceutical Society of Japan
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