Chemistry of Heterocyclic Compounds

, Volume 6, Issue 9, pp 1183–1188 | Cite as

A new oxidative reaction in the 2-aminoimidazole series

  • A. F. Pozharskii
  • É. A. Zvezdina
  • Yu. P. Andreichikov
  • A. M. Simonov
  • V. A. Anisimova
  • S. F. Popova
Article

Abstract

2-Aminoimidazoles in liquid ammonia display the properties of polybasic NH acids, forming mono-, di-, and possibly trianions according to the conditions. The following methods have been developed for the generation of these N anions: the action of bases on 2-aminoimidazoles; debenzylation of their N-benzyl derivatives; and reductive fission of 2-azidoimidazoles by sodium in liquid ammonia. The polyanions have been shown to be oxidized by atmospheric oxygen to 2, 2′-azo- and 2-nitroimidazoles.

Keywords

Oxygen Sodium Ammonia Organic Chemistry Oxidative Reaction 

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Copyright information

© Consultants Bureau 1973

Authors and Affiliations

  • A. F. Pozharskii
    • 1
  • É. A. Zvezdina
    • 1
  • Yu. P. Andreichikov
    • 1
  • A. M. Simonov
    • 1
  • V. A. Anisimova
    • 1
  • S. F. Popova
    • 1
  1. 1.Rostov-on-Don State UniversityUSSR

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