Chemistry of Heterocyclic Compounds

, Volume 4, Issue 4, pp 508–509 | Cite as

Acetylene derivatives of heterocycles, some reactions of 3-ethynylpyrazole

  • M. S. Shvartsberg
  • I. L. Kotlyarevskii
  • B. G. Kruglov
Article
  • 28 Downloads

Abstract

3-Ethynylpyrazole, which possesses two mobile hydrogen atoms, takes part in the Favorskii and Iotsich reactions at the acetylene group and in the Mannich reaction at the acetylene group and the nitrogen atom. It has been found that the pyrazoles are also capable of undergoing aminoalkylation at the nitrogen atom under the action of isobutyraldehyde and secondary amines. The intermediate product of the condensation of isobutyraldehyde with 3-ethynylpyrazole is unstable and exists in equilibrium with the initial compounds.

Keywords

Hydrogen Nitrogen Organic Chemistry Hydrogen Atom Nitrogen Atom 

References

  1. 1.
    R. Kuhn and K. Henkel, Ann., 549, 279, 1941.Google Scholar
  2. 2.
    G. B. Bachman and L. V. Heisey, J. Am. Chem. Soc., 68, 2496, 1946.Google Scholar
  3. 3.
    I. Dvoretzky and G. H. Richter, J. Org. Chem., 15, 1285, 1950.Google Scholar
  4. 4.
    R. Hüttel and P. Jochum, Chem. Ber., 85, 820, 1952.Google Scholar
  5. 5.
    G. Karmas and R. A. Mallory, U. S. patent no. 2883392, 1959; C. A. 53, 16155, 1959.Google Scholar
  6. 6.
    H. Reimlinger, Angew. Chem., 74, 252, 1962.Google Scholar

Copyright information

© Consultants Bureau 1971

Authors and Affiliations

  • M. S. Shvartsberg
    • 1
  • I. L. Kotlyarevskii
    • 1
  • B. G. Kruglov
    • 1
  1. 1.Institute of Chemical Kinetics and Combustion, Siberian DivisionAS USSRNovosibirsk

Personalised recommendations