Skip to main content
SpringerLink
Log in

Synthesis and properties of thiazole halohydrazones. 1. Synthesis and interaction of 2-α-chlorobenzylidenehydrazino-4-ethoxycar-bonyl-thiazole with triethylamine in the presence of dipolarophiles

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

In the interaction of 2-α-chlorobenzylidenehydrazino-4-ethoxycarbonylthiazole with triethylamine, a nitrilimine is formed as an intermediate that does not react with dipolarophiles, but rather undergoes intramolecular 1, 5-dipolar cyclization to form 3-phenyl-5-ethoxycarbonylthiazolo[2,3-c]-1,2,4-ttiazole.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. S. V. Usol'tseva, G. P. Andronnikova, S. L. Mertsalov, and S. L. Nikolaeva, Summaries of All-Union Conference on Organic Sulfur Compounds [in Russian], Tbilisi (1988), p. 194.

  2. S. V. Usol'tseva and G. P. Andronnikova, All-Union Conference on the Chemistry of Heterocyclic Nitrogen Compounds (Summaries of Papers) [in Russian], Chernogolovka (1991), Vol. 2, p. 172.

  3. S. V. Usol'tseva, G. P. Andronnikova, and V. A. Shevyrin, Khim. Geterotsikl. Soedin., No. 2, 257 (1993).

  4. P. D. Callaghan and M. S. Gibson, J. Chem. Soc. C, p. 2106 (1970).

  5. Yu. P. Kitaev and B. I. Buzykin, Hydrazones [in Russian], Nauka, Moscow (1974).

    Google Scholar 

  6. A. S. Shavali and C. Parkanyi, J. Heterocycl. Chem.,17, 833 (1980).

    Google Scholar 

  7. Z. A. Bredikhina, B. 1. Buzykin, and Yu. P. Kitaev, Khim. Geterotsikl. Soedin., No. 4, 537 (1991).

  8. J. P. Ferris and R. W. Trimmer, J. Org. Chem.,41, 13 (1976).

    Google Scholar 

  9. A. Padwa , E. Chen , and A. Ku , J. Am. Chem. Soc., 97, No. 22, 6484.

  10. A. L. Suslova, M. G. Bazhenova, G. 1. Validuda, S. L. Nikolaeva, and G. P. Andronnikova, paper filed at VINITI, December 10, 1984, No. 825; Ref. Zh. Khim., No. 145 (1985).

Download references

Author information

Authors and Affiliations

  1. Ural State Technical University, 620002, Ekaterinburg

    S. V. Usol'tseva & G. P. Andronnikova

Authors
  1. S. V. Usol'tseva
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. G. P. Andronnikova
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, 253–255, February, 1994. Original article submitted November 30, 1993.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Usol'tseva, S.V., Andronnikova, G.P. Synthesis and properties of thiazole halohydrazones. 1. Synthesis and interaction of 2-α-chlorobenzylidenehydrazino-4-ethoxycar-bonyl-thiazole with triethylamine in the presence of dipolarophiles. Chem Heterocycl Compd 30, 231–233 (1994). https://doi.org/10.1007/BF01165019

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01165019

Keywords

Search

Navigation