Synthesis of 6-hydrazino-3,4-dimethyl-1H-pyrazolo[3,4-d]pyrimidine and its application for the construction of a pyrazolo[4,3-e][1,2,4]triazolo[4,3-a]pyrimidine system

被引：0
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作者：
A. V. Komkov
A. S. Shashkov
S. V. Baranin
V. A. Dorokhov
机构：
[1] Russian Academy of Sciences,N. D. Zelinsky Institute of Organic Chemistry
来源：
Russian Chemical Bulletin | 2013年 / 62卷
关键词：
diacetyl ketene ; ,; -acetal; 5-acetyl-6-methyl-2,4-di(methylsulfanyl)pyrimidine; hydrazine; 6-hydrazino-1; -pyrazolo[3,4-; ]pyrimidine; amide acetals; aldehydes; condensation; oxidative cyclization; pyrazolo[4,3-; ][1,2,4]triazolo[4,3-; ]pyrimidines; 6-(1; -pyrazol-1-yl)-1; -pyrazolo[3,4-; ]pyrimidines;
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学科分类号：
摘要：
A new representative of heterocyclic hydrazines, viz., 6-hydrazino-3,4-dimethyl-1H-pyrazolo[3,4-d]pyrimidine (3) was synthesized from diacetyl ketene N,S-acetal. A condensation of hydrazine 3 with amide acetals or aldehydes and subsequent cyclization furnished pyrazolo[4,3-e][1,2,4]triazolo[4,3-a]pyrimidines, whose structure was confirmed by 1H, 13C, and 1H/15N HMBC NMR spectroscopy. Reactions of hydrazine 3 with acetylacetone, ethyl acetoacetate, diethyl malonate, and acetic anhydride were studied.
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页码：1248 / 1254
页数：6
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