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Electron impact ionization mass spectrometry and intramolecular cyclization in 2-substituted pyrimidin-4(3H)-ones

  • Pentti Oksman
  • Géza Stájer
  • Kalevi Pihlaja
  • Mati Karelson
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Abstract

Electron impact ionization mass spectrometry indicates that the behavior of W-unsubstituted pyrirnidin-4-ones with CH2-R type substitution at C-2 differs from homologs that are N-substituted and/or 2-aryl- or 2-methyl-substituted. A dominant intramolecular cycliza-tion was found to occur between 3ZV (in agreement with the predominance of the 3NH tautomers) and the ortho positions of the aryl moiety in compounds with a CH2-aryl substitution at C-2. Theoretical calculations with an AMI SCFR method on 2-, 6-, and 2, 6-disubstituted pyrimidin-4-ones support the mass spectrometric observations.

Keywords

Electron Ionization Intramolecular Cyclization Pyrimidinones Ortho Hydrogen Cyclohexyl Moiety 
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Copyright information

© American Society for Mass Spectrometry 1994

Authors and Affiliations

  • Pentti Oksman
    • 1
  • Géza Stájer
    • 1
  • Kalevi Pihlaja
    • 1
  • Mati Karelson
    • 2
  1. 1.Department of ChemistryUniversity of TurkuTurkuFinland
  2. 2.Department of ChemistryUniversity of TartuTartuEstonia

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