Studies on Pyrimidine Derivatives. VII. Synthesis of Thiazolo [5,4-d] pyrimidines and Related Compounds. (7)

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概要

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• 5-Chlorothiazolo [5,4-d] pyrimidine was prepared from 2-chloro-4-mercapto-5-aminopyrimidine (I) and ethyl orthoformate. Ring closure occurred by the reaction of (I), 2,4-dimercapto-5-aminopyrimidine, 4-mercapto-5-amino-6-chloropyrimidine, or 4-mercapto-5-aminopyrimidine with phosgene, and the corresponding 2-hydroxythiazolo [5,4-d] pyrimidine derivatives (5-chloro-, 5-mercapto-, 7-chloro-) and 2-hydroxythiazolo [5,4-d] pyrimidine itself were respectively obtained. When dimercaptothiazolo [5,4-d] pyrimidines possessing substituents in 2-and 5-positions or in 2-and 7-, were reacted with one mole of ethyl bromide in alkali, substitution occurred only in positions 5-and 7-of the thiazolo [5,4-d] pyrimidine ring. 2-Thiocyanothiazolo [5,4-d]-pyrimidine reacted with sodium ethoxide to give 2-mercaptothiazolo [5,4-d] pyrimidine. Thiazolo [5,4-d] pyrimidine was obtained by desulfurization of 2-mercaptothiazolo [5,4-d]-pyrimidine with Raney nickel.

• 公益社団法人日本薬学会の論文
• 1958-12-15

著者

• 井上 昭二

  Pharmaceutical Faculty Nagoya City University

関連論文

• Studies on Pyrimidine Derivatives. VII. Synthesis of Thiazolo [5,4-d] pyrimidines and Related Compounds. (7)
• Studies on Pyrimidine Derivatives. VI. Synthesis of Thiazolo [5,4-d] pyrimidines and Related Compounds. (6).
• Studies on Pyrimidine Derivatives. V. Synthesis of Thiazolo [5,4-d] pyrimidines and Related Compounds. (5).
• Studies on Pyrimidine Derivatives. IV. Synthesis of Thiazolo [5,4-d] pyrimidines and Related Compounds. (4).
• Studies on Pyrimidine Derivatives. III. Synthesis of Thiazolo [5,4-d] pyrimidines and Related Compounds. (3).
• Studies on Pyrimidine Derivatives. II. Synthesis of Thiazolo [5,4-d] pyrimidines and Related Compounds. (2).
• Studies on Pyrimidine Derivatives. I. Synthesis of Thiazolo [5,4-d]-pyrimidines and Related Compounds. (1).

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