Skip to main content
Log in

Condensation of N-(piperidylidene-4)arylamines with acetylenedicarboxylic esters

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The substituted piperidines, N-(piperidin-3-en-4-yl)-N-(1,2-dimethoxycarbonyl-etheno)arylamine and 1-aryl-3,4,5,6-tetramethoxycarbonyl-1,2-dihydrospiro[cyclo-[pyridine-2,4′-piperidine], were synthesized by the condensation of acetylenedicarboxylic ester with an azomethine, obtained from a γ-piperidone. It was found that the amounts of 1∶1 and 1∶2 addition compounds obtained depends on the ratio of starting reagents. Compounds isomeric at the vinyl group were examined in the case of one of the 1∶1 addition compounds. N-(1,2,5-trimethylpiperidin-4-yl)-N-(1,2-dimethoxycarbonyletheno)aniline was prepared by two methods.

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

Literature Cited

  1. N. S. Prostakov, L. A. Gaivoronskaya, V. F. Zakharov, V. V. Kuznetsov, S. K. Das, and A. E. Aliev, Khim. Geterotsikl. Soedin., No. 8, 366 (1984).

    Google Scholar 

  2. V. V. Kuznetsov, S. K. Das, L. A. Gaivoronskaya, V. F. Zakharov, and N. S. Prostakov, paper deposited at VINITI, No. 12, p. 98; No. 1269 (1984).

  3. I. N. Nazarov, N. S. Prostakov, N. N. Mikheeva, and V. N. Dobrynin, Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., No. 5, 726 (1959).

    Google Scholar 

  4. D. A. Ramsey, J. Am. Chem. Soc., 74, No. 1, 72 (1952).

    Google Scholar 

  5. N. S. Prostakov, A. A. Fomichev, L. A. Gaivoronskii, N. I. Golovtsov, and S. K. Das, Khim. Geterotsikl. Soedin., No. 11, 1512 (1982).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 943–946, July, 1986.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kuznetsov, V.V., Gaivoronskaya, L.A., Murugova, L.A. et al. Condensation of N-(piperidylidene-4)arylamines with acetylenedicarboxylic esters. Chem Heterocycl Compd 22, 755–758 (1986). https://doi.org/10.1007/BF00522736

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00522736

Keywords

Navigation