Bromination of 1(9)<i>H</i>-2,3-dihydroimidazo[1,2-<i>a</i>]benzimidazole and its <i>N</i>-derivatives

Author:

Sochnev V. S1,Koshchienko Yu. V.1,Kuz'menko T. A1,Kolodina A. A1,Borodkin G. S1,Morkovnik A. S1

Affiliation:

1. Institute of Physical and Organic Chemistry, Southern Federal University

Abstract

2,3-Dihydro-1 H -imidazo[1,2- a ]benzimidazole in acetic acid, and its N 1-Me derivative in CHCl3, are brominated at position 6 with bromine. Less nucleophilic N 9-R derivatives do not enter into the reaction under these conditions, but, like their N 1-R isomers, they are quite effectively brominated by the KBrO3-HBr system, but at position 7, probably due to the transition of the reaction to the mode of bromination of protonated forms of substrates. N 1- and N 9-alkyl-6(7)-Br-2,3-dihydroimidazo[1,2- a ]benzimidazoles can also be obtained by N -alkylation of 6(7)-Br-2,3-dihydroimidazo[1,2- a ]benzimidazoles under neutral or basic conditions.

Publisher

The Russian Academy of Sciences

Reference21 articles.

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3. Анисимова В.А., Левченко М.В., Ковалев Г.В., Спасов А.А., Дудченко Г.П., Цыбанев А.В., Александрова Е.А. // Хим. -фарм. ж. 1988. Т. 22. № 10. С. 1212

4. Synthesis and pharmacological activity of n-substituted derivatives of 1-aminoethyl-2,3-dihydroimidazo[1,2-a]benzoimidazole

5. Анисимова В.А., Балаболкин М.И., Вдовина Г.П., Дедов И.И., Минкин В.И., Петров В.И., Спасов А.А. Пат. РФ 2386634 (2010) // Б. И. 2010. № 11.

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