Formation, structure and heterocyclization of aminoguanidine and ethyl acetoacetate condensation products

被引：10

作者：

Erkin, A. V. ^{[1
]}

Krutikov, V. I. ^{[1
]}

机构：

[1] St Petersburg State Inst Technol, St Petersburg 190013, Russia

来源：

RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2009年 / 79卷 / 06期

关键词：

General Chemistry; Aminoguanidine; Ethyl Acetoacetate; Amidine; Intensive Absorption Band;

D O I：

10.1134/S1070363209060309

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Condensation of aminoguanidine hydrochloride and ethyl acetoacetate results in 2,3-diamino-6-methylpyrimidin-4(3H)-one, 5-hydroxy-1-carboxamidino-3-methylpyrazole or ethyl N-[(5-hydroxy-3-methylpyrazol-1-yl)imidoyl]aminocrotonoate depending on the type of the base. Formation of pyrazole derivatives occurs in the case of dequaternized substrate imine-group protonating by the acids formed as a result of ion exchange reaction. Chelate fragment of amidinohydroxypyrazole structure provides stabilization of this compound and stipulates its inertness towared the heterocycle closure.

引用

页码：1204 / 1209

页数：6

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