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Chemistry of Heterocyclic Compounds

, Volume 36, Issue 7, pp 779–786 | Cite as

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

  • I. Iovel'
  • L. Golomba
  • Yu. Popelis
  • S. Grinberga
  • E. Lukevics
Article

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.

Keywords

heterocyclic Schiff bases 2-pyridylazomethines molecular sieves 

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References

  1. 1.
    I. Iovel', L. Golomba, Yu. Popelis, A. Gaukhman, and E. Lukevics,Khim. Geterotsikl. Soedin., No. 3, 324 (2000).Google Scholar
  2. 2.
    K. Hayes, G. Gever, and J. Orcutt,J. Am. Chem. Soc.,72, 1205 (1950).Google Scholar
  3. 3.
    I. A. Jaye and I. C. Kogon,Rev. Trav. Chim.,71, 309 (1952).Google Scholar
  4. 4.
    M. Ridi,Gazz. Chim. Ital.,71, 462 (1941);Chem. Abstr.,37, 1123 (1943).Google Scholar
  5. 5.
    A. Ziering and M. Buck,Jubilee Vol. Emil Barell., 378 (1946);Chem. Abstr.,42, 3533 (1948).Google Scholar
  6. 6.
    E. H. Lincoln, R. V. Heinzelman, and J. H. Hunter,J. Am. Chem. Soc.,71, 2902 (1949).Google Scholar
  7. 7.
    B. P. Lugovkin,Zh. Obshch. Khim.,46, 555 (1976).Google Scholar
  8. 8.
    Monsanto Chemical Co.,British Patent No. 707705 (1953);Chem. Abstr.,49, 10381 (1955).Google Scholar
  9. 9.
    A. A. Weston,US Patent No. 2713948 (1955),Chem. Abstr.,50, 5759 (1956).Google Scholar
  10. 10.
    H. Brunner, B. Reiter, and G. Riepl,Chem. Ber.,117, 1330 (1984).Google Scholar
  11. 11.
    D. Breck,Zeolite Molecular Sieves [Russian translation], Mir, Moscow (1976), p. 781.Google Scholar
  12. 12.
    R. Morrison and R. Boyd,Organic Chemistry [Russian translation], Mir, Moscow (1974), p. 610.Google Scholar
  13. 13.
    E. Campaigne and W. L. Archer,J. Am. Chem. Soc.,75, 989 (1953).Google Scholar

Copyright information

© Kluwer Academic/Plenum Publishers 2000

Authors and Affiliations

  • I. Iovel'
  • L. Golomba
  • Yu. Popelis
  • S. Grinberga
  • E. Lukevics

There are no affiliations available

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