Pyridines and Quinolines from 1,3-Dichloro-Trimethinecyanines Pyrimidine and Quinazoline from Azacyanine

A new synthesis of 2,4-bis(dialkylamino)-pyridines and quinolines is reported. Starting from primary aryl amines or aliphatic imines a mechanism via ynamine-amidines is followed if the cyanine Ia is used as reagent. When the cyanine is substituted, (I.R. ≠ H) it reacts well in high dilution conditi...

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Bibliographic Details
Main Authors: H.G. Viehe, G.J. de Voghel, F. Smets
Format: Article
Language:deu
Published: Swiss Chemical Society 1976-03-01
Series:CHIMIA
Online Access:https://www.chimia.ch/chimia/article/view/9298
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Summary:A new synthesis of 2,4-bis(dialkylamino)-pyridines and quinolines is reported. Starting from primary aryl amines or aliphatic imines a mechanism via ynamine-amidines is followed if the cyanine Ia is used as reagent. When the cyanine is substituted, (I.R. ≠ H) it reacts well in high dilution conditions via the alternate intermediates XI and XII. In the same manner, the azacyanine XV forms the pyrimidine XVII and the quinazoline XVI.
ISSN:0009-4293
2673-2424