Russian Journal of Organic Chemistry

, Volume 38, Issue 9, pp 1266–1270 | Cite as

Spectral Study of the Reaction of Functionally Substituted Enehydrazides with Proton Donors

  • G. I. Sarapulova
  • L. G. Rozinova
  • V. G. Rozinov
  • V. E. Kolbina


Reactions of new enehydrazides, N',N'-dimethyl-N-vinylpropenohydrazide and N',N'-dimethyl-N-vinylbenzohydrazide with chloroform, phenol, and hydrogen chloride in carbon tetrachloride were studied by IR spectroscopy. In the first two cases, molecular complexes are formed between the hydrazide and proton donor. The reaction of N',N'-dimethyl-N-vinylpropenohydrazide with HCl results in formation of dihydropyrazole derivative which exists as a tautomeric mixture of the major lactam and minor lactim forms. N',N'-dimethyl-N-vinylbenzohydrazide reacts with hydrogen chloride to give protonated form in which proton is localized on the amino nitrogen atom. The structure of the initial compounds and the products was analyzed in terms of AM1 quantum-chemical calculations.


Nitrogen Atom Tetrachloride Carbon Tetrachloride Hydrazide Spectral Study 
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Copyright information

© MAIK “Nauka/Interperiodica” 2002

Authors and Affiliations

  • G. I. Sarapulova
    • 1
    • 2
  • L. G. Rozinova
    • 1
    • 2
  • V. G. Rozinov
    • 1
    • 2
  • V. E. Kolbina
    • 1
    • 2
  1. 1.Irkutsk Institute of Chemistry, Siberian DivisionRussian Academy of SciencesIrkutskRussia
  2. 2.Institute of Petrochemical and Coal-Chemical SynthesisIrkutsk State UniversityIrkutskRussia

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