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Synthesis and properties of thiazolo[5,4‐ d ]pyrimidine 1‐oxides
Author(s) -
Senga Keitaro,
Ichiba Misuzu,
Kanazawa Hashime,
Nishigaki Sadao
Publication year - 1982
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570190113
Subject(s) - chemistry , pyrimidine , triethylamine , medicinal chemistry , organic chemistry , stereochemistry
Synthesis and properties of hitherto unknown thiazolo[5,4‐ d ]pyrimidine 1‐oxides are described. For example, the reaction of 6‐chloro‐1,3‐dimethyl‐5‐nitrouracil (I) with methyl thioglycolate in the presence of excess triethylamine afforded 2‐methoxycarbonyl‐4,6‐dimethylthiazolo[5,4‐ d ]pyrimidine‐5,7‐(4 H ,6 H )dione 1‐oxide (IIIa), which is a versatile intermediate for the preparation of various thiazolo[5,4‐ d ]pyrimidine derivatives.