Advertisement

Chemistry of Heterocyclic Compounds

, Volume 20, Issue 4, pp 401–405 | Cite as

Synthesis of thiirane derivatives of decahydroquinoline by the reaction of α,β-epoxy alcohols with thiourea

  • G. P. Kukso
  • L. I. Ukhova
  • V. G. Zaikin
Article
  • 46 Downloads

Abstract

The reaction of α,β-epoxy alcohols of the decahydroquinoline series with thiourea in water in the presence of sulfuric acid leads to 1-alkyl-, 1,2-dimethyl-, and 1,2,2-trimethyl-4-thiiranyl-trans-decahydro-4-quinolol carbamates, the structures of which were established by spectral methods.

Keywords

Alcohol Organic Chemistry Sulfuric Acid Thiourea Carbamate 
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.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    A. V. Fokin and A. F. Kolomiets, The Chemistry of Thiiranes [in Russian], Nauka, Moscow (1978), p. 343.Google Scholar
  2. 2.
    F. V. Bordwell and H. M. Andersen, J. Am. Chem. Soc., 75, 4959 (1953).Google Scholar
  3. 3.
    E. P. Adams, K. N. Ayad, and F. P. Doyle, J. Chem. Soc., No. 6, 2665 (1960).Google Scholar
  4. 4.
    L. I. Ukhova and G. P. Kukso, Khim. Geterotsikl. Soedin., No. 1, 78 (1982).Google Scholar
  5. 5.
    L. I. Ukhova and G. P. Kukso, Khim. Geterotsikl. Soedin., No. 1, 72 (1982).Google Scholar
  6. 6.
    L. Bellamy, New Data on the IR Spectra of Complex Molecules [Russian translation], Mir, Moscow (1971), p. 318.Google Scholar
  7. 7.
    K. Tori, T. Komeno, and T. Nakagawa, J. Org. Chem., 29, 1136 (1964).Google Scholar
  8. 8.
    G. C. Levy and G. L. Nelson, Carbon-13 Nuclear Magnetic Resonance for Organic Chemists, New York (1972).Google Scholar
  9. 9.
    P. Ball, H. Fullmann, and W. Heitz, Angew. Chem., Int. Ed., 19, 718 (1980).Google Scholar

Copyright information

© Plenum Publishing Corporation 1984

Authors and Affiliations

  • G. P. Kukso
    • 1
  • L. I. Ukhova
    • 1
  • V. G. Zaikin
    • 1
  1. 1.Institute of Bioorganic ChemistryAcademy of Sciences of the Belorussian SSRMinsk

Personalised recommendations