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Chemistry of Heterocyclic Compounds

, Volume 23, Issue 3, pp 325–332 | Cite as

Azoles and azines. 62. Structure of 2-aryl-1,3-oxazine-4,6-diones

  • V. é. Zakhs
  • I. P. Yakovlev
  • N. A. Smorygo
  • V. A. Gindin
  • B. A. Ivin
Article

Abstract

1H,13C NMR, IR, and UV spectra have been studied for solutions of a number of potentially tautomeric 2-aryl-1,3-oxazine-4,6-diones and their 5-methyl substituted analogs with variation of substituent at the para position of the benzene ring, as well as compounds with a fixed structure that simulates possible tautomeric forms. The data have been compared with the results of quantum chemical calculations carried out in SSO MO LCAO approximation by the CNO, CNDO/2, and MPNDO/3 methods. In DMSO and THF solution the test compounds exist predominantly as 2-aryl-4-hydroxy-6H-1,3-oxazin-6-ones. The para substituent in the benzene ring does not affect the composition of the tautomer mixture significantly.

Keywords

Benzene DMSO Diones Benzene Ring Quantum Chemical 
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 1987

Authors and Affiliations

  • V. é. Zakhs
    • 1
  • I. P. Yakovlev
    • 1
  • N. A. Smorygo
    • 1
  • V. A. Gindin
    • 1
  • B. A. Ivin
    • 1
  1. 1.Leningrad Pharmaceutical Chemistry InstituteLeningrad

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