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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
Article

Abstract

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.

Keywords

Acetaldehyde Acetone Organic Chemistry Equilibrium Concentration Hydrazones 
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

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

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