Reaction of 6-methyl-2-(2-oxo-2-phenyl-ethylidene)-2,3-dihydropyrimidin-4(1H)-one with hydrazine and hydroxylamine

被引：8

作者：

Yavolovskii, A. A. ^{[1
]}

Grishchuk, L. V. ^{[1
]}

Rakipov, I. M. ^{[1
]}

Stepanov, D. E. ^{[1
]}

Ivanov, Yu. E. ^{[1
]}

Kamalov, G. L. ^{[1
]}

机构：

[1] Natl Acad Sci Ukraine, AV Bogatsky Physicochem Inst, UA-65080 Odessa, Ukraine

来源：

CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2013年 / 48卷 / 10期

基金：

俄罗斯基础研究基金会;

关键词：

hydrazine; hydroxylamine; imidazole N-oxides; pyrazoles; pyrimidine oximes; pyrimidines; pyrimidine ring transformation;

D O I：

10.1007/s10593-013-1162-z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of 6-methyl-2-(2-oxo-2-phenylethylidene)-2,3-dihydropyrimidin-4(1H)-one and of its nitrosation product with hydroxylamine stops at the stage of forming the corresponding oximes. The reaction of 6-methyl-2-(2-oxo-2-phenylethylidene)-2,3-dihydropyrimidin-4(1H)-one with hydrazine yields a mixture of 3-amino-5-phenylpyrazole and 3-methyl-2-pyrazolin-5-one in 71 and 62% yields, respectively. The ketoxime is used in the synthesis of a series of imidazole N(3)-oxides substituted at the 1, 4, and 5 positions of the imidazole ring.

引用

页码：1487 / 1491

页数：5

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