Chemistry of Heterocyclic Compounds

, Volume 20, Issue 8, pp 878–883 | Cite as

Mass spectra and structure of imines of 2-aroylbenzamides

  • O. S. Anisimova
  • Yu. N. Sheinker
  • R. É. Valter
Article
  • 26 Downloads

Abstract

The electron impact mass spectra and DADI spectra of anils of N-alkyl-2-benzoylbenzamides and 2-alkyl-3-arylamino-3-phenylisoindolinones isomeric to them, as well as certain 2-substituted 3-alkyl(aryl)amino-3-phenylisoindolinones, were studied. The main direction of the decomposition were described. It was established that transition from 2-aroylbenzamides to their imines leads to a substantial stabilization of the cyclic isomeric form. A stabilization of the cyclic form with increasing steric volume of the alkyl substituent at the azomethine nitrogen atom was noted. The presence of a phenyl substituent at the nitrogen atom of the amide group destabilizes the cyclic form. A mechanism of isomerization explaining these phenomena is proposed.

Keywords

Mass Spectrum Amide Nitrogen Atom Electron Impact Anil 

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Literature cited

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Copyright information

© Plenum Publishing Corporation 1985

Authors and Affiliations

  • O. S. Anisimova
    • 1
    • 2
  • Yu. N. Sheinker
    • 1
    • 2
  • R. É. Valter
    • 1
    • 2
  1. 1.S. Ordzhonikidze All-Union Pharmaceutical Chemistry Scientific-Research InstituteMoscow
  2. 2.A. Ya. Pel'she Riga Polytechnic InstituteRiga

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