Skip to main content
Log in

Synthesis of 2-(pyridylazo)-2-furyl-and 2-(pyridylazo)-2-thienylmethines and other heterocyclic Schiff bases in the presence of molecular sieves

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reactions of 2-furaldehyde, 2-thiophenecarbaldehyde, and their 5-methyl derivatives with 2-aminopyridines and some other amines in the presence of molecular sieves as a dehydrating agent and acid catalyst have been studied. A series of new heterocyclic azomethines was synthesized. Proposals were made for the mechanism of the condensation involving 2-aminopyridines and the structure of the intermediates in these processes.

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. I. Iovel', L. Golomba, Yu. Popelis, A. Gaukhman, and E. Lukevics,Khim. Geterotsikl. Soedin., No. 3, 324 (2000).

    Google Scholar 

  2. K. Hayes, G. Gever, and J. Orcutt,J. Am. Chem. Soc.,72, 1205 (1950).

    Google Scholar 

  3. I. A. Jaye and I. C. Kogon,Rev. Trav. Chim.,71, 309 (1952).

    Google Scholar 

  4. M. Ridi,Gazz. Chim. Ital.,71, 462 (1941);Chem. Abstr.,37, 1123 (1943).

    Google Scholar 

  5. A. Ziering and M. Buck,Jubilee Vol. Emil Barell., 378 (1946);Chem. Abstr.,42, 3533 (1948).

  6. E. H. Lincoln, R. V. Heinzelman, and J. H. Hunter,J. Am. Chem. Soc.,71, 2902 (1949).

    Google Scholar 

  7. B. P. Lugovkin,Zh. Obshch. Khim.,46, 555 (1976).

    Google Scholar 

  8. Monsanto Chemical Co.,British Patent No. 707705 (1953);Chem. Abstr.,49, 10381 (1955).

    Google Scholar 

  9. A. A. Weston,US Patent No. 2713948 (1955),Chem. Abstr.,50, 5759 (1956).

    Google Scholar 

  10. H. Brunner, B. Reiter, and G. Riepl,Chem. Ber.,117, 1330 (1984).

    Google Scholar 

  11. D. Breck,Zeolite Molecular Sieves [Russian translation], Mir, Moscow (1976), p. 781.

    Google Scholar 

  12. R. Morrison and R. Boyd,Organic Chemistry [Russian translation], Mir, Moscow (1974), p. 610.

    Google Scholar 

  13. E. Campaigne and W. L. Archer,J. Am. Chem. Soc.,75, 989 (1953).

    Google Scholar 

Download references

Authors

Additional information

Latvian Institute of Organic Synthesis, Riga LV-1006, Latvia. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 890–897, July, 2000.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Iovel', I., Golomba, L., Popelis, Y. et al. Synthesis of 2-(pyridylazo)-2-furyl-and 2-(pyridylazo)-2-thienylmethines and other heterocyclic Schiff bases in the presence of molecular sieves. Chem Heterocycl Compd 36, 779–786 (2000). https://doi.org/10.1007/BF02256909

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02256909

Keywords

Navigation