CHIMIA (Mar 1976)

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

  • H.G. Viehe,
  • G.J. de Voghel,
  • F. Smets

DOI
https://doi.org/10.2533/chimia.1976.189
Journal volume & issue
Vol. 30, no. 3

Abstract

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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.