Skip to main content
Log in

Preparation of α- and γ-(α-furyl)pyridines

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Mixtures of isomeric alkyl-substituted (in the pyridine ring) α- and γ-(α-furyl)-pyridines were obtained in up to ∼40% yields by condensation of furfural and ammonia with several aliphatic ketones and aldehydes (at 370–380 °C with a cadmium calcium phosphate catalyst). The dependence of the yields and structures of the corresponding isomers on the structure of the starting carbonyl compound was examined. Data from the PMR and mass spectra were used to prove the structures of the pyridine bases obtained.

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. Advances in the Chemistry of Furan [in Russian], Zinatne, Riga (1978), p. 168.

  2. R. G. Micetich, in: Pyridine and Its Derivatives, Vol. 14, Part 2, Suppl., Wiley, New York (1974).

    Google Scholar 

  3. D. M. Bailey, U.S. Patent No. 3890335; Ref. Zh. Khim., 70124P (1976).

  4. A. E. Chichibabin and D. I. Orochko, Zh. Russk. Khim. Ova., 62, 1201 (1930).

    Google Scholar 

  5. P. B. Terent'ev, Mass Spectrometry in Organic Chemistry [in Russian], Vysshaya Shkola, Moscow (1979), pp. 123, 129.

    Google Scholar 

  6. N. S. Prostakov, A. T. Soldatenkov, and V. O. Fedorov, Zh. Org. Khim., 15, 1109 (1979).

    Google Scholar 

  7. A. T. Soldatenkov, V. O. Fedorov, R. Chandra, V. M. Polosin, A. I. Mikaya, and N. S. Prostakov, Zh. Org. Khim., 16, 188 (1980).

    Google Scholar 

  8. W. Treibs and J. Beger, Ann. Chenu, 652, 192 (1962).

    Google Scholar 

  9. P. Ribereau, G. Nevers, G. Queguiner, and P. Pastour, Compt. Rend., Ser. C, 280, 293 (1975).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 383–387, March, 1981.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Prostakov, N.S., Radzhan, P.K., Soldatenkov, A.T. et al. Preparation of α- and γ-(α-furyl)pyridines. Chem Heterocycl Compd 17, 284–289 (1981). https://doi.org/10.1007/BF00505995

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00505995

Keywords

Navigation