Synthesis of 1,5,6,7-tetrahydro-4H-benzimidazol-4-one derivatives from 2,6-bis(hydroxyimino)cyclohexan-1-one


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The reaction of 2,6-bis(hydroxyimino)cyclohexan-1-one with aldehydes and ammonia afforded 2-substituted 4-hydroxyimino-4,5,6,7-tetrahydro-1H-benzimidazol-1-ols which were hydrolyzed to 1-hydroxy- 2-R-1,5,6,7-tetrahydro-4H-benzimidazol-4-ones. The N-hydroxy group in the latter can readily by removed by the action of chloroacetone in the presence of a base (potassium carbonate or triethylamine); as a result, 2-substituted 1,5,6,7-tetrahydro-4H-benzimidazol-4-ones were obtained.

作者简介

V. Samsonov

Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch

编辑信件的主要联系方式.
Email: samson@nioch.nsc.ru
俄罗斯联邦, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090

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