Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on the Azaindolizine Compounds. XII. Alkyl Rearrangement of 5-Methyl-7-alkoxy-s-triazolo [1, 5-a] pyrimidines.
Yasuo MakisumiHideo Kano
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1963 Volume 11 Issue 1 Pages 67-75

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Abstract
5-Methyl-7-methoxy-s-triazolo [1, 5-a] pyrimidine (IVa) was prepared by the reaction of the 7-chloro compound III with sodium methoxide at below room temperature. The property of the 7-alkoxy derivatives (IVa and IVb) was examined and it was discovered that the alkyl group of these derivatives undergoes rearrangement to the ring nitrogen at 3- and 4-positions. In order to determine the structure of the products being obtained by above rearrangement, the reaction of ethyl acetoacetate with 5-alkylaminos-triazoles (XIVa and XIVb) and 4-alkyl-5-aminos-triazoles (XVa and XVb) which were prepared from 1-alkyl-2-aminoguanidinium sulfates (XIIa and XIIb), was investigated.
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© The Pharmaceutical Society of Japan
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