Chemistry of Heterocyclic Compounds

, Volume 9, Issue 8, pp 1031–1037 | Cite as

A study of the structure of the cations of n-oxides of monosubstituted pyrazines and quinoxalines by the pmr method

  • T. N. Ul'yanova
  • G. G. Dvoryantseva
  • Yu. N. Sheinker
  • A. S. Elina
  • I. S. Musatova
Article

Abstract

The dependence of the chemical shifts of the protons on the concentration of D2SO4 in D2O in a number of N-oxides of monosubstituted pyrazines and quinoxalines has been investigated, and the parameters of the PMR spectra of the neutral and the mono- and diprotonated forms of the compounds investigated have been determined. All the pyrazine and quinoxaline N-oxides considered protonate first at the unoxidized nitrogen atom (N4). The first protonation of 2-aminopyrazine 1,4-di-N-oxide takes place at the oxygen atom of the N → O group in position 1, and that of 2-methoxypyrazine at the oxygen atom of the N → O group in position 4. The effect of the delocalization of the positive charge in the monocations of the compounds investigated has been considered.

Keywords

Oxygen Nitrogen Organic Chemistry Chemical Shift Oxygen Atom 

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Copyright information

© Plenum Publishing Corporation 1975

Authors and Affiliations

  • T. N. Ul'yanova
    • 1
  • G. G. Dvoryantseva
    • 1
  • Yu. N. Sheinker
    • 1
  • A. S. Elina
    • 1
  • I. S. Musatova
    • 1
  1. 1.S. Ordzhonikidze All-Union Scientific-Research Institute of Pharmaceutical ChemistryMoscow

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