Chemistry of Heterocyclic Compounds

, Volume 13, Issue 10, pp 1110–1113 | Cite as

Imidazole derivatives

VII. Nitration of 4(5)-(4-alkoxyphenyl)imidazoles
  • M. A. Iradyan
  • A. G. Torosyan
  • R. G. Mirzoyan
  • A. A. Aroyan


It is shown that 4(5)-(4-alkoxyphenyl)-5(4)-nitroimidazoles are obtained when 4(5)-(4-alkoxyphenyl)imidazoles are refluxed with 3–4 N nitric acid. The use of concentrated nitric acid (d 4 20 1.42, 1.46) leads to di- and trinitro-substituted phenylimidazoles. The mass spectra of the nitro derivatives were studied, and the principles of the fragmentation were ascertained.


Mass Spectrum Organic Chemistry Nitric Acid Imidazole Concentrate Nitric Acid 
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Literature cited

  1. 1.
    R. L. Grant and F. L. Pyman, J. Chem. Soc., 119, 1893 (1921).Google Scholar
  2. 2.
    G. P. Ellis, C. Epstein, C. Fitzmaurise, L. Golberg, and G. H. Lord, J. Pharm. Pharmacol., 16, 801 (1964).Google Scholar
  3. 3.
    H. King and W. O. Murch, J. Chem. Soc., 127, 2632 (1925).Google Scholar
  4. 4.
    J. H. Bowie, R. G. Cooks, S. O. Lawesson, and G. Schroll, Austral. J. Chem., 20, 1601 (1967).Google Scholar
  5. 5.
    M. A. Iradyan, A. G. Torosyan, and A. A. Aroyan, Arm. Khim. Zh., No. 4, 337 (1974).Google Scholar
  6. 6.
    D. W. Mathieson and G. Nembery, J. Chem. Soc., Part 1, 1133 (1949).Google Scholar
  7. 7.
    British Patent No. 975291 (1962); Chem. Abstr., 62, 2738c (1965).Google Scholar
  8. 8.
    H. Oelschlager, Arch. Pharm., 290, 587 (1957); Chem. Abstr., 52, 8989d (1958).Google Scholar

Copyright information

© Plenum Publishing Corporation 1978

Authors and Affiliations

  • M. A. Iradyan
    • 1
  • A. G. Torosyan
    • 1
  • R. G. Mirzoyan
    • 1
  • A. A. Aroyan
    • 1
  1. 1.A. L. Mndzhoyan Institute of Fine Organic ChemistryAcademy of Sciences of the Armenian SSRYerevan

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