<i>p</i>-(DIMETHYLAMINO)BENZALDEHYDE MODIFICATION OF THE HANTZSCH REACTION: SYNTHESIS OF 3-(1H-BENZIMIDAZOL-2-YL)-5,7-DIMETHOXYQUINOLINES

Authors

  • И. Б. Дзвинчук Institute of Organic Chemistry, National Academy of Sciences of Ukraine Kiev 02094
  • А. Н. Чернега Institute of Organic Chemistry, National Academy of Sciences of Ukraine Kiev 02094
  • М. О. Лозинский Institute of Organic Chemistry, National Academy of Sciences of Ukraine Kiev 02094

DOI:

https://doi.org/10.1007/7311

Keywords:

aldehydes, anilines, benzimidazoles, quinolines, aromatization, dearylation, Hantzsch reaction, selectivity

Abstract

A three component cyclocondensation of p-(dimethylamino)benzaldehyde with 3,5-dimethoxyaniline and 2-phenacyl-1H-benzimidazoles gives previously unknown 2-aryl-3-(1H-benzimidazol-2-yl)-5,7-dimethoxyquinolines. The Hanztsch type reaction occurs in refluxing acetic acid and is accompanied by aromatization of the 1,4-dihydroquinolines formed through loss of N,N-dimethylaniline.

How to Cite
Dzvinchuk, I. B.; Chernega, A. N.; Lozinskii, M. O. Chem. Heterocycl. Compd. 2007, 43, 1519. [Khim. Geterotsikl. Soedin. 2007, 1792.]

For this article in the English edition see DOI 10.1007/s10593-007-0235-2


Downloads

Published

2023-01-12

Issue

No. 12 (2007)

Section

Original Papers