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Chemistry of Heterocyclic Compounds

, Volume 9, Issue 8, pp 984–988 | Cite as

Synthesis of nitronicotines

  • Ya. L. Gol'dfarb
  • V. G. Klimenko
  • F. M. Stoyanovich
Article

Abstract

A number of nitro- and bromonitronicotines have been synthesized by the oxidation of the corresponding aminonicotines with Caro's acid. A nitro group in the α position of the pyridine ring of a nitronicotine is capable of being replaced by an ethoxy group under the action of sodium ethoxide, but in this process the reduction of the nitro group is also observed. The halogen in the bromonitronicotines readily undergoes nucleophilic replacement by a phenylthio group under the action of sodium thiophenoxide.

Keywords

Oxidation Sodium Organic Chemistry Pyridine Halogen 
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 1975

Authors and Affiliations

  • Ya. L. Gol'dfarb
    • 1
  • V. G. Klimenko
    • 1
  • F. M. Stoyanovich
    • 1
  1. 1.N. D. Zelinskii Institute of Organic Chemistry of the Academy of Sciences of the USSRMoscow

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