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Chemistry of Heterocyclic Compounds

, Volume 21, Issue 8, pp 924–931 | Cite as

Synthesis and structure of nitro-substituted 6(5H)-phenanthridinones

  • A. M. Andrievskii
  • A. N. Poplavskii
  • K. M. Dyumaev
  • Yu. S. Bogachev
  • S. S. Berestova
Article

Abstract

Methods for the preparation of nitro-substituted 6(5h)-phenanthridinones were examined. The nitration of 6(5H)-phenanthridinone, 5-methyl-6-(5H)- phenanthridinone, and 2-bromo-6(5H)-phenanthridinone was studied, and 2-, 3-, 4-nitro-, 2,4-, 2,8-, 4,8-dinitro-, 2,4,8-trinitro-, and 2,4,8,10-tetranitro-6(5H)-phenanthridinones, 2,4,8-trinitro- and 2,4,8,10-tetranitro-6-(5H)-phenanthridinones, and 2-bromo-4,8-dinitro- and 2-bromo-4,8,10-trinitro-6-(5H)-phenanthridinones were obtained. Proton magnetic resonance spectroscopy was used to identify the structure and predict the orientation of substitution in the nitration of 6(5H)-phenanthridinone and its nitro-substituted derivatives. The distribution of the electron density in these compounds was evaluated from an analysis of the chemical shifts of the protons.

Keywords

Spectroscopy Organic Chemistry Proton Magnetic Resonance Chemical Shift Magnetic Resonance Spectroscopy 
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 1936

Authors and Affiliations

  • A. M. Andrievskii
    • 1
    • 2
  • A. N. Poplavskii
    • 1
    • 2
  • K. M. Dyumaev
    • 1
    • 2
  • Yu. S. Bogachev
    • 1
    • 2
  • S. S. Berestova
    • 1
    • 2
  1. 1.Scientific-Research Institute of Organic Intermediates and DyesMoscow
  2. 2.L. Ya. Karpov Scientific-Research Institute of Physical ChemistryMoscow

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