Intermediates in the reaction of <i>o</i>-phenylenediamine with carbonyl compounds and their subsequent conversions

Abstract

The reaction of o-phenylenediamine with aldehydes and ketones has been studied using PMR spectroscopy. It has been established that the reaction begins with the formation of monoimines (isolated in condensations with aromatic aldehydes) which are cyclized to the corresponding benzimidazolines. The latter are converted in the reactions involving aldehydes and pinacolone into 2-substituted benzimidazoles, but with acetone and acetophenone give 2,3-dihydro-1H-benzo[b]-1,4-diazepine derivatives.

How to Cite
Zelenin, K. N.; Ukraintsev, I. V.; Alekseev, V. V. Chem. Heterocycl. Compd. 1998, 34, 329. [Khim. Geterotsikl. Soedin. 1998, 34, 363.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF02290726