Skip to main content
Log in

Researches on lactams

VIII. 3- Ethoxy-3, 4-dehydromorpholine and its condensation with aminocyanoacetamide and hydrazine

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Replacement of the β-methylene group in O-alkylvalerolactim by an oxygen atom leaves the reactivity of the lactim group substantially unchanged. It is shown that the ability of simplest lactim ethers to undergo condensation with α-amino-α cyanoacetamide and hydrazine hydrate also extends to 3-ethoxy-3, 4-dehydromorpholine, making it possible to synthesize new heterocyclic systems (morpholinoimidazole, morpholinopurine, and morpholinotetrazole). Replacement of a methylene group in derivatives of tetramethylenimidazole, purine, and tetrazole by an oxygen atom, markedly decreases the biological activities of these compounds.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. R. G. Glushkov and O. Yu. Magidson, KhGS [Chemistry of Heterocyclic Compounds], 240, 1965.

  2. P. Vieles and J. Seguin, Compt. rend., 234, 1980, 1952.

    Google Scholar 

  3. R. Benson and T. Cairns, J. Amer. Chem. Soc., 70, 6, 115, 1948.

    Google Scholar 

  4. R. G. Glushkov and E. S. Golovchinskaya, ZhPKh, 32, 920, 1959.

    Google Scholar 

  5. H. Meerwein, E. Battenberg, H. Gold, E. Pteil, and G. Willfang, J. Pract. Chem., 154, 83, 1940.

    Google Scholar 

  6. R. G. Glushkov and O. Yu. Magidson, ZhOKh, 31, 1173, 1961.

    Google Scholar 

  7. R. G. Glushkov and O. Yu. Magidson, ZhOKh, 31, 1907, 1961.

    Google Scholar 

  8. R. G. Glushkov and E. S. Golovchinskaya, Med. prom., 1, 12, 1960.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

For Part VII see [1].

Rights and permissions

Reprints and permissions

About this article

Cite this article

Glushkov, R.G., Magidson, O.Y. Researches on lactams. Chem Heterocycl Compd 2, 134–137 (1967). https://doi.org/10.1007/BF00480955

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00480955

Keywords

Navigation