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Chemistry of Heterocyclic Compounds

, Volume 15, Issue 5, pp 544–548 | Cite as

Research on aminomethylene derivatives of azoles. 23. Synthesis and structure of formyl derivatives of 1-phenyl-5-hydroxy(mercapto)-imidazoles

  • I. Ya. Kvitko
  • R. V. Khozeeva
  • A. V. El'tsov
Article

Abstract

1-Phenyl-4-formyl-5-hydroxy(mercapto)imidazoles were obtained by replacement of the chlorine atom in 1-phenyl-4-formyl-5-chloroimidazole by hydroxy and mercapto groups, and their physicochemical properties and structures were studied. It was shown by a comparison of the electronic and IR spectra (and the PMR spectra in the case of the sulfur-containing compound) with the spectral characteristics of compounds that model the various possible tautomeric forms that 1-phenyl-4-formyl-5-hydroxy (mercapto)imidazoles exist primarily in the mesoionic form; this is associated with their high acidities and the presence of a sufficiently basic ring nitrogen atom.

Keywords

Chlorine Acidity Imidazole Nitrogen Atom Azole 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Plenum Publishing Corporation 1979

Authors and Affiliations

  • I. Ya. Kvitko
    • 1
  • R. V. Khozeeva
    • 1
  • A. V. El'tsov
    • 1
  1. 1.Lensovet Leningrad Technological InstituteLeningrad

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