Chemistry of Heterocyclic Compounds

, Volume 26, Issue 5, pp 538–543 | Cite as

Diazo compounds of the heterocyclic series. 4. Some peculiarities of the diazo coupling of benzimidazole-2-diazonium salts with phenols and their ethers

  • S. N. Kolodyazhnaya
  • L. N. Divaeva
  • R. A. Sogomonova
  • A. M. Simonov


The corresponding hydroxy (methoxy)-substituted azobenzimidazoles were obtained by diazo coupling of benzimidazole-2-diazonium salts with phenols and their complete and incomplete ethers in strongly acidic media; in the case of phenol ethers the process is complicated by dealkylation of the methoxy group in the ortho position relative to the azo bridge.


Ether Phenol Organic Chemistry Acidic Medium Methoxy 
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Literature Cited

  1. 1.
    S. N. Kolodyazhnaya, L. N. Divaeva, N. N. Zheltikova, and A. M. Simonov, Khim. Geterotsikl. Soedin., No. 10, 1360 (1987).Google Scholar
  2. 2.
    T. I. Godovikova, O. A. Rakitin, and L. I. Khmel'nitskii, Usp. Khim. 52, 777 (1983).Google Scholar
  3. 3.
    A. M. Simonov and S. N. Kolodyazhnaya, Khim. Geterosikl. Soedin., No. 3, 543 (1969).Google Scholar
  4. 4.
    S. N. Kolodyazhnaya, A. M. Simonov, and L. N. Podladchikova, Khim. Geterosikl. Soedin., No. 6, 829 (1975).Google Scholar
  5. 5.
    H. Zollinger, Acc. Chem. Res. 6, 355 (1973).Google Scholar
  6. 6.
    S. N. Kolodyazhnaya, L. V. Divaeva, A. M. Simonov, and R. A. Sogomonova, Khim. Geterosikl. Soedin., No. 6, 661 (1983).Google Scholar
  7. 7.
    H. Zollinger, Azo and Diazo Aromatic Compounds, Academic Press, New York-London (1961), p. 210.Google Scholar
  8. 8.
    J. F. Bunnett and G. B. Hoey, J. Am. Chem. Soc., 3142 (1958).Google Scholar
  9. 9.
    A. M. Simonov, R. A. Sogomonova, S. N. Kolodyazhnaya, and L. N. Divaeva, Zh. Org. Khim. 16, 2349 (1980).Google Scholar
  10. 10.
    Y. Kikugawa, Synthesis, No. 2, 124 (1981).Google Scholar

Copyright information

© Plenum Publishing Corporation 1990

Authors and Affiliations

  • S. N. Kolodyazhnaya
    • 1
  • L. N. Divaeva
    • 1
  • R. A. Sogomonova
    • 1
  • A. M. Simonov
    • 1
  1. 1.Scientific-Research Institute of Physical and Organic ChemistryRostov State UniversityRostov-on-Don

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