Specific Features of the Reduction of 7-Nitro-9-R-2,3-dihydroimidazo[1,2-a]benzimidazoles with SnCl2 in Hydrochloric Acid

被引：1

作者：

Sochnev, V. S. ^{[1
]}

Kuz'menko, T. A. ^{[1
]}

Morkovnik, A. S. ^{[1
]}

Koshchienko, Yu, V ^{[1
]}

机构：

[1] Southern Fed Univ, Inst Phys & Organ Chem, Rostov Na Donu 344090, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 58卷 / 05期

关键词：

7-nitro-2; 3-dihydroimidazo[1; 2-a]benzimidazoles; reduction; chlorination; tin(II) chloride; 7-amino-2; 7-amino-6-chloro-2; DERIVATIVES;

D O I：

10.1134/S1070428022050062

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reduction of 7-nitro-N(9)-substituted 2,3-dihydroimidazo[1,2-a]benzimidazoles with SnCl2 in conc. HCl forms a mixture of the previously unknown 7-amino and 7-amino-6-chloro derivatives in a ratio depending on the nature of the substituent at position 9. This result gave grounds to assume that not the final heteroarylamine, but the intermediate heteroarylhydroxylamine formed by a mechanism similar to the acid-induced Bamberger rearrangement of arylhydroxylamines, is subjected to chlorination.

引用

页码：679 / 684

页数：6

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