Chemistry of Heterocyclic Compounds

, Volume 14, Issue 9, pp 1019–1024 | Cite as

Pyrimidines

LXIV. Structure and properties of 1,3-diaryldihydrobenzo[f]quinazolines
  • M. A. Mikhaleva
  • G. N. Chernikova
  • V. P. Mamaev
Article
  • 28 Downloads

Abstract

It is shown that the 1,3-diaryldihydrobenzo[f]quinazolines that are formed in the condensation of β-naphthylamine, an aromatic aldehyde, and ammonia are 1,2-dihydro isomers. They readily form salts due to the developing stabilization of the molecule by resonance of the amidinium type. Thus 2,4-dialkylbenzo [f] quinazolinium iodides rather than monoalkyl derivatives were obtained in the case of alkylation with alkyl halides as a result of refluxing the reaction mixtures. The isomeric monoalkylbenzoquinazolinium iodides, the structure of which was proved by the formation of the known benzoquinazolines after treatment with alkali, were also obtained.

Keywords

Ammonia Organic Chemistry Aldehyde Iodide Pyrimidine 

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Copyright information

© Plenum Publishing Corporation 1979

Authors and Affiliations

  • M. A. Mikhaleva
    • 1
  • G. N. Chernikova
    • 1
  • V. P. Mamaev
    • 1
  1. 1.Novosibirsk Institute of Organic ChemistrySiberian Branch of the Academy of Sciences of the USSRNovosibirsk

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