Chlorination and hydrochlorination of vinyloxy derivatives of pyridine and quinoline series

  • G. G. Skvortsova
  • S. M. Tyrina
  • D. G. Kim
  • N. N. Chipanina
  • N. I. Shergina
Organic and Biological Chemistry
  • 27 Downloads

Conclusions

  1. 1.

    The corresponding hydrochlorides were obtained by the reaction of 2-vinyloxypyridine, 2-vinyl-oxylepidine, N-vinyl-2-pyridone, N-vinyl-2-lepidone, and 8-vinyloxyquinoline with hydrogen chloride.

     
  2. 2.

    Chlorine adds to the vinyl derivatives of hydroxypyridine and hydroxyquinoline predominantly across the double bond of the vinyl group, with the formation ofα,β-dichloroethyloxypyridines and pyridones. The reaction is accompanied by side processes.

     

Keywords

Hydrogen Chloride Chlorine Pyridine Double Bond 

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Literature cited

  1. 1.
    E. Klingsberg, Pyridine and Its Derivatives, Vol. 3, New York-London (1962).Google Scholar
  2. 2.
    F. L. Kolodkin, Dissertation [in Russian], Moscow (1966).Google Scholar
  3. 3.
    M. A. S. Chaudri, R. D. Desai, and R. F. Hunter, J. Indian Chem. Soc.,11, 249 (1934).Google Scholar
  4. 4.
    P. de la Mare and R. Bolton, Electrophilic Addition to Unsaturated Systems [Russian translation], Mir (1968), pp. 94, 131.Google Scholar
  5. 5.
    J. R. Shelton and L. H. Lee, J. Org. Chem.,25, 428 (1960).Google Scholar

Copyright information

© Consultants Bureau 1972

Authors and Affiliations

  • G. G. Skvortsova
    • 1
  • S. M. Tyrina
    • 1
  • D. G. Kim
    • 1
  • N. N. Chipanina
    • 1
  • N. I. Shergina
    • 1
  1. 1.Irkutsk Institute of Organic ChemistrySiberian Branch of the Academy of Sciences of the USSRUSSR

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