Synthesis of 4-arylcarbamoyl-5-(2-hydroxynaphthylazo)imidazoles and 1-substituted naphtho[2,1-e]imidazo[5,1-c][1,2,4]triazines

被引：0

作者：

E. V. Sadchikova

V. S. Mokrushin

机构：

[1] Ural State Technical University — UPI,

来源：

Russian Chemical Bulletin | 2006年 / 55卷

关键词：

5-diazoimidazoles; 5-imidazolyldiazonium salts; -azo coupling; reactivity; azo compounds; naphtho[2,1-; ]imidazo[5,1-; ][1,2,4]triazines;

D O I：

暂无

中图分类号：

学科分类号：

摘要：

The reactions of β-naphthol with 5-diazoimidazoles and imidazolyl-5-diazonium salts containing chemically different carboxamide groups in position 4 were studied. Heterocyclization of 4-arylcarbamoyl-5-(2-hydroxynaphthylazo)imidazoles formed in these reactions was investigated. The presence of the NH fragment in the amide group prevents this process, the reaction giving instead 3-substituted 3,7-dihydroimidazo[4,5-d][1,2,3]triazin-4-ones, which is due to reversibility of C-azo coupling. Methods for modification of 1-ethoxycarbonyl group in the naphtho[2,1-e]imidazo[5,1-c][1,2,4]triazine system were developed and used to prepare substituted carboxamides inaccessible by other routes.

引用

页码：1255 / 1261

页数：6

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