Catalysis Letters

, Volume 31, Issue 2–3, pp 197–207 | Cite as

Catalytic dehydrogenation of iminodibenzyl to iminostilbene. A comparison of potassium-promoted manganese, iron and cobalt oxide catalysts

  • A. Knell
  • D. Monti
  • A. Baiker
Article

Abstract

The dehydrogenation of iminodibenzyl (10,11-dihydro-5-dibenz[b.f]azepine) to iminostilbene (5H-dibenz[b.f]azepine) was investigated over potassium-promoted oxides of manganese, iron and cobalt. Both unsupported oxides as well as corresponding oxides supported on magnesium oxide were examined. Catalytic tests were carried out in a continuous fixed-bed reactor in the presence of steam in the temperature range of 400–550°C and at atmospheric pressure. Unsupported, potassium-promoted iron oxide proved to be the most suitable catalyst for the dehydrogenation of iminodibenzyl, yielding iminostilbene with 80% selectivity at nearly 100% conversion.

Keywords

dehydrogenation of 10,11-dihydro-5-dibenz[b.f]azepine 5H-dibenz[b.f]azepine iminodibenzyl iminostilbene catalytic behaviour manganese oxide iron oxide cobalt oxide promotion potassium 

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References

  1. [1]
    The International Pharmacopoeia, Vol. 3, 3rd Ed. (WHO, Geneva, 1988) p. 61.Google Scholar
  2. [2]
    P.N. Craig, B.M. Lester, A.J. Saggioms and C.L. Zirkle, J. Org. Chem. 26 (1991) 135.Google Scholar
  3. [3]
    P.N. Craig, US patent 3,074,931 (1963).Google Scholar
  4. [4]
    H. Beschke and W.A. Schuler, German patent 1,545,736 (1965).Google Scholar
  5. [5]
    Deutsche Gold- u. Silber-Scheideanstalt vorm. Roessler, French patent 1,522,192 (1968).Google Scholar
  6. [6]
    Deutsche Gold- u. Silber-Scheideanstalt vorm. Roessler, British patent 1,077,648 (1967).Google Scholar
  7. [7]
    H. Schramek, J. Riethmann and J. Kallen, Swiss patent 442,319 (1968).Google Scholar
  8. [8]
    M. Inoue, Y. Itoi, S. Enomoto, N. Ishizuka, H. Ameniya and T. Takeuchi, Chem. Pharm. Bull. 30 (1982) 24.Google Scholar
  9. [9]
    A. Knell, D. Monti, M. Maciejewski and A. Baiker, Appl. Catal. A (1994), in press.Google Scholar
  10. [10]
    A. Knell, D. Monti, M. Maciejewski and A. Baiker, Appl. Catal. A (1995), in press.Google Scholar
  11. [11]
    D.E. Stobbe, On the development of supported dehydrogenation catalysts based on iron oxide, PhD Thesis, University of Utrecht, The Netherlands (1990).Google Scholar
  12. [12]
    F. van Buren, D.E. Stobbe and A.J. van Dillen,WO patent 9,106,366 (1991).Google Scholar
  13. [13]
    S. Nariki, S. Ito and N. Joneda, Am. Ceram. Soc. Bull. 66 (1987) 1250.Google Scholar
  14. [14]
    Gmelin, Handbuch der Anorg. Chemie, Vol. Mangan C2 (Springer, Berlin, 1975) p. 97.Google Scholar
  15. [15]
    K.S.W. Sing and D.H. Everett, Pure Appl. Chem. 57 (1985) 603.Google Scholar

Copyright information

© J.C. Baltzer AG, Science Publishers 1995

Authors and Affiliations

  • A. Knell
    • 1
  • D. Monti
    • 2
  • A. Baiker
    • 1
  1. 1.Department of Chemical Engineering and Industrial ChemistrySwiss Federal Institute of TechnologyZurichSwitzerland
  2. 2.Ciba, Pharmaceutical DivisionBaselSwitzerland

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