Chemistry of Heterocyclic Compounds

, Volume 24, Issue 11, pp 1238–1248 | Cite as

Mechanism and products of electrochemical reduction of 4-nitrophenyl-2,6-dimethyl-3,5-dicyano-1,4-dihydropyridines in dimethylformamide

  • L. Kh. Baumane
  • Ya. P. Stradyn'
  • R. A. Gavar
  • A. P. Gaukhman
  • G. Ya. Dubur


Free anion radicals of the nitrobenzene and nitrosobenzene type, which were identified by EPR spectroscopy, are formed in the electrochemical reduction of isomeric 4-(nitrophenyl)-2,6-dimethyl-3,5-dicyano-1,4-dihydropyridines on mercury and solid electrodes. Reduction of the dihydropyridine ring is observed only for N-substituted p- and m-nitrophenyl derivatives of 1,4-dihydropyridine. An intermediate with a 2-pyridonemethide structure was identified; a set of primary and secondary chemical reactions that are associated with the electrolytic reduction of the investigated compounds is presented.


Spectroscopy Mercury Organic Chemistry Anion Radical Nitrobenzene 
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Copyright information

© Plenum Publishing Corporation 1989

Authors and Affiliations

  • L. Kh. Baumane
    • 1
  • Ya. P. Stradyn'
    • 1
  • R. A. Gavar
    • 1
  • A. P. Gaukhman
    • 1
  • G. Ya. Dubur
    • 1
  1. 1.Institute of Organic SynthesisAcademy of Sciences of the Latvian SSRRiga

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