p-(Dimethylamino)benzaldehyde modification of the Hantzsch reaction: Synthesis of 3-(1H-benzimidazol-2-yl)-5,7-dimethoxyquinolines |
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Authors: | I. B. Dzvinchuk A. N. Chernega M. O. Lozinskii |
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Affiliation: | (1) Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, 02094 |
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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. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1792–1798, December, 2007. |
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Keywords: | aldehydes anilines benzimidazoles quinolines aromatization dearylation Hantzsch reaction selectivity |
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