Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Ring Transformations in Reactions of Heterocyclic Compounds with Nucleophiles. XI. On the Conversion of Pteridines into Purines
A. NAGELH.C. vander PLAS
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1975 Volume 23 Issue 11 Pages 2678-2681

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Abstract
2-Methylthio-4, 6, 7-triphenylpteridine (1) is slowly converted by potassium amide in liquid ammonia at -33°into 2-amino-4, 6, 7-triphenylpteridine (2) as the main product and into a ring contraction product which is proved to be 6, 8-diphenyl-2-methylthiopurine (3). The latter is found to be the major product when 4, 6-diphenyl-2-methylthiopteridine (4) and 4, 7-diphenyl-2-methylthiopteridine (5) are treated likewise. The mechanism of the ring contraction is discussed.
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© The Pharmaceutical Society of Japan
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