Chemistry of Heterocyclic Compounds

, Volume 9, Issue 7, pp 830–834 | Cite as

Ring-chain tautomerism of substituted hydrazones

V. Derivatives of 2-(arylhydrazino)ethanols
  • B. L. Mil'man
  • A. A. Potekhin


The products of the condensation of 2-(N-phenylhydrazino)-, 2-(N-p-tolylhydrazino)-, and 2-(N-p-nitrophenylhydrazino)ethanols with acetaldehyde, acetone, and pinacone exist in tetrachloroethylene solution in the form of tautomeric mixtures of N-aryl-N-(2-hydroxyethyl)-hydrazones and 4-arylperhydro-1,3,4-oxadiazines. For the case of the pinacone derivatives, it has been shown that the equilibrium concentration of the cyclic form rises with an increase in the electron-accepting nature of the substituent in the para position of the aromatic radical.


Acetaldehyde Acetone Organic Chemistry Equilibrium Concentration Hydrazones 
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Copyright information

© Plenum Publishing Corporation 1975

Authors and Affiliations

  • B. L. Mil'man
    • 1
  • A. A. Potekhin
    • 1
  1. 1.A. A. Zhdanov Leningrad State UniversityUSSR

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