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Study of halogenation of 5(6)-hydroxybenzimidazole and its derivatives

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    New halogen derivatives of 1-ethyl-2-methyl-, 2-methyl- and 5-hydroxybenzimidazole were obtained.

  2. 2.

    A method for the chlorination of aromatic compounds by an alcoholic solution of hydrogen chloride in the presence of hydrogen peroxide was proposed, which enables carrying out the reaction with a high yield.

  3. 3.

    The reactivity of the series of 5(6)-hydroxybenzimidazole derivatives during the electrophilic substitution (halogenation) was shown to be as follows: 1-ethyl-2-methyl-5-hydroxybenzimidazole >5(6)-hydroxybenzimidazole ≥ 2-methyl-5-hydroxybenzimidazole.

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Literature cited

  1. E. K. Cole, K. G. Cran, and Sheikh Abdas Salam, J. Agric. Food Chem.,22, No. 5, 918 (1974); Chem. Abstr.,81, 136058e (1974).

    Google Scholar 

  2. L. M. Apasheva, Yu. V. Kuznetsov, K. D. Poltorak, and L. D. Smirnov, Izv. Akad. Nauk SSSR, Ser. Biol., No. 3, 453 (1987).

    Google Scholar 

  3. A. V. El'tsov and L. S. éfros, Zh. Obshch. Khim.,29, 3699 (1959).

    Google Scholar 

  4. L. D. Smirnov, Yu. V. Kuznetsov, L. G. Stolyarova, and V. P. Lezina, Izv. Akad. Nauk SSSR, Ser. Khim., No. 8, 1855 (1985).

    Google Scholar 

  5. L. S. éfros, N. V. Khromov-Borisov, L. R. Davidenkova, and M. M. Nedel', Zh. Obshch. Khim.,26, 455 (1956).

    Google Scholar 

  6. K. Fries, Ann.,454, 121 (1927).

    Google Scholar 

  7. S. J. Branch and B. Jones, J. Chem. Soc., 2317 (1954).

  8. G. M. Kosolapoff, J. Am. Chem. Soc.,75, 3596 (1953).

    Google Scholar 

  9. H. Suzuki, T. Suquiyama, and R. Goto, Bull. Chem. Soc. Jpn.,37, 1858 (1964).

    Google Scholar 

  10. B. Jones and E. N. Richardson, J. Chem. Soc., 713 (1953).

  11. B. V. Tronov and A. N. Novikov, Zh. Obshch. Khim.,23, 1022 (1953).

    Google Scholar 

  12. W. C. Baid and J. H. Surridge, J. Org. Chem.,35, No. 10, 3436 (1970).

    Google Scholar 

  13. A. N. Novikov, Zh. Obshch. Khim.,24, 655 (1954).

    Google Scholar 

  14. G. K. Hughes, J. Proc. R. Soc. N. S. Wales,71, 209 (1938).

    Google Scholar 

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Authors and Affiliations

  1. N. N. Semenov Institute of Chemical Physics, Academy of Sciences of the USSR, Moscow

    Yu. V. Kuznetsov, L. G. Stolyarova, V. P. Lezina & L. D. Smirnov

Authors
  1. Yu. V. Kuznetsov
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  2. L. G. Stolyarova
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  3. V. P. Lezina
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  4. L. D. Smirnov
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1630–1636, July, 1989.

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Kuznetsov, Y.V., Stolyarova, L.G., Lezina, V.P. et al. Study of halogenation of 5(6)-hydroxybenzimidazole and its derivatives. Russ Chem Bull 38, 1494–1500 (1989). https://doi.org/10.1007/BF00978445

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  • DOI: https://doi.org/10.1007/BF00978445

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