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Chemistry of Heterocyclic Compounds

, Volume 27, Issue 6, pp 579–583 | Cite as

Amidine tautomerism in the 1,3-diacyl-2-(5-substituted furfuryl)thiourea series. Molecular structure of 1,3-diacetyl-2-(5-ethoxycarbonylfurfuryl)thiourea

  • G. D. Krapivin
  • E. B. Usova
  • V. E. Zavodnik
  • A. I. Lutsenko
  • V. G. Kul'nevich
Article
  • 41 Downloads

Abstract

The effect of substituents in the furan ring on the dynamics of amidine tautomerism in 1,3-diacetyl-2-(5-R-furfuryl)thioureas is demonstrated. The conformation of 1,3-diacetyl-2-(5-ethoxycarbonylfurfuryl)thiourea was established by x-ray diffraction analysis.

Keywords

Organic Chemistry Molecular Structure Diffraction Analysis Thiourea Furan 
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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Literature Cited

  1. 1.
    S. Patai (ed.), The Chemistry of Amidines and Imidates, J. Wiley, New York (1975), pp. 1–84.Google Scholar
  2. 2.
    V. I. Minkin, L. P. Olekhnovich, and Yu. A. Zhdanov, The Molecular Design of Tautomeric Systems [in Russian], Rostovsk. Gosudarstv. Univ., Rostov-on-Don (1977).Google Scholar
  3. 3.
    O. J. Sherer and P. Hornig, Chem. Ber., 101, 2533 (1967).Google Scholar
  4. 4.
    V. I. Minkin, L. P. Olekhnovich, Yu. A. Zhdanov, I. E. Mikhailov, V. P. Metlushenko, N. M. Ivanchenko, and N. I. Borisenko, Zh. Org. Khim., 12, 1261 (1976).Google Scholar
  5. 5.
    V. V. Negrebetskii, A. D. Sinitsa, V. I. Kal'chenko, L. I. Atamas', and L. N. Markovskii, Zh. Obshch. Khim., 53, 343 (1983).Google Scholar
  6. 6.
    M. I. Kabachnik, Zh. Vsesoyuzn. Khim. Obshchestva, 7, 263 (1962).Google Scholar
  7. 7.
    G. D. Krapivin, E. B. Usova, and V. G. Kul'nevich, The Chemistry and Technology of Furan Compounds, V. G. Kul'nevich (ed.), Krasnodarsk. Politekhn. Inst., Krasnodar (1987), p. 44.Google Scholar
  8. 8.
    F. Becker, Z. Naturf., 16b, 236 (1961).Google Scholar
  9. 9.
    P. Hudson, Acta Cryst., 15, 919 (1962).Google Scholar
  10. 10.
    A. F. Pozharskii, Theoretical Foundations of the Chemistry of Heterocycles [in Russian], Khimiya, Moscow (1985).Google Scholar
  11. 11.
    A. Gordon and R. Ford, The Chemist's Guide [Russian translation], Mir, Moscow (1976), p. 129.Google Scholar
  12. 12.
    R. Gillespie, Molecular Geometry [Russian translation], Mir, Moscow (1975), pp. 31, 32.Google Scholar
  13. 13.
    E. B. Usova, G. D. Krapivin, V. E. Zavodnik, and V. G. Kul'nevich, Khim. Geterotsikl. Soedin., No. 7, 931 (1990).Google Scholar
  14. 14.
    G. M. Sheldrick, Computational Crystallography, Oxford University Press, New York-London (1982), p. 506.Google Scholar
  15. 15.
    E. B. Usova, G. D. Krapivin, and V. G. Kul'nevich, Khim. Geterotsikl. Soedin., No. 4, 557 (1990).Google Scholar

Copyright information

© Plenum Publishing Corporation 1991

Authors and Affiliations

  • G. D. Krapivin
    • 1
  • E. B. Usova
    • 1
  • V. E. Zavodnik
    • 1
  • A. I. Lutsenko
    • 1
  • V. G. Kul'nevich
    • 1
  1. 1.Krasnodar Polytechnical InstituteKrasnodar

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