Russian Chemical Bulletin

, Volume 47, Issue 10, pp 2027–2029 | Cite as

Reactions of terminal acylacetylenes with thiocarbohydrazones

  • T. N. Komarova
  • A. S. Nakhmanovich
  • T. E. Glotova
  • V. A. Lopyrev
Brief Communications


The reactions of terminal acylacetylenes with thiocarbohydrazones give 2-(2-acyl-vinyl)thiocarbohydrazones or 2,2-bis(2-acylvinyl)thiocarbohydrazones depending on the reagent ratio. Benzoylacetylene reacts with thiocarbohydrazone ofp-dimethylaminobenzaldehyde to formS-[2-(p-dimethylaminobenzoyl)vinyl]isothiocarbodihydrazone.

Key words

acylacetylenes, 2-(2-acylvinyl)thiocarbohydrazones 2,2-bis(2-acylvinyl)thiocarbohydrazones,S-(2-benzoylvinyl)isothiocarbodihydrazone nucleophilic addition 


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  1. 1.
    T. N. Komarova, A. S. Nakhmanovich, M. V. Sigalov, and T. E. Glotova,Izv. Akad. Nauk SSSR, Ser. Khim., 1990, 1176 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1990,39, 1058 (Engl. Transl.)].Google Scholar
  2. 2.
    A. S. Nakhmanovich and T. E. Glotova,Khim. Geterotsikl. Soedin., 1992, 1003 [Chem. Heterocycl. Compd., 1992 (Engl. Transl.)].Google Scholar
  3. 3.
    A. S. Nakhmanovich, T. E. Glotova, T. N. Komarova, M. V. Sigalov, and L. S. Romanenko,Khim. Geterotsikl. Soedin., 1990, 1421 [Chem. Heterocycl. Compd., 1990 (Engl. Transl.)].Google Scholar
  4. 4.
    A. S. Nakhmanovich and T. E. Glotova,Khim. Geterotsikl. Soedin., 1996, 130 [Chem. Heterocycl. Compd., 1996 (Engl. Transl.)].Google Scholar
  5. 5.
    T. E. Glotova, A. S. Nakhmanovich, L. S. Romanenko, and M. V. Sigalov,Izv. Akad. Nauk, Ser. Khim., 1992, 1843 [Bull. Russ. Acad. Sci., Div. Chem. Sci., 1992,41, 1435 (Engl. Transl.)].Google Scholar
  6. 6.
    J. O. Edwards and R. Y. PearsonJ. Am. Chem. Soc., 1962,84, 16.CrossRefGoogle Scholar
  7. 7.
    J. D. Aubort and R. F. Hudson,Chem. Commun., 1970, 937.Google Scholar
  8. 8.
    C. K. Ingold,Structure and Mechanism in Organic Chemistry, 2nd ed., Cornell University Press, Ithaca, 1969.Google Scholar
  9. 9.
    J. Sandstrom,Acta Chem. Scand., 1960,14, 1037; 1939.CrossRefGoogle Scholar
  10. 10.
    P. W. West and J. Warkentin,J. Org. Chem., 1968,33, 2089.CrossRefGoogle Scholar

Copyright information

© Plenum Publishing Corporation 1998

Authors and Affiliations

  • T. N. Komarova
    • 1
  • A. S. Nakhmanovich
    • 1
  • T. E. Glotova
    • 1
  • V. A. Lopyrev
    • 1
  1. 1.Institute of ChemistrySiberian Branch of the Russian Academy of SciencesIrkutskRussian Federation

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