Skip to main content
SpringerLink
Log in

Benzazoles 5*. Synthesis and arylsulfonylation of 1-hydroxymethylbenzimidazole

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

1-Hydroxymethylbenzimidazole was synthesized by the reaction of benzimidazole with formaldehyde. Arylsulfonylation of the former in the presence of triethylamine occurred anomalously with deformylation to give 1-arylsulfonylbenzimidazoles in place of the expected 1-arylsulfonyloxymethyl-benzimidazoles.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. M. E. Karimova, D. A. Dushamov, R. Sh. Kuryazov, and N. S. Mukhamedov, Khim. Geterotsikl. Soedin., 117 (2011). [ Chem. Heterocycl. Compd., 47, 90 (2011)].

  2. O. Geban, H. Ertepinar, and S. Oezden, Pharmazie, 51, 34 (1996).

    CAS  Google Scholar 

  3. V. Klimesova, J. Koi, K. Waisser, and J. Kaustova, Farmaco, 57, 259 (2002).

    Article  CAS  Google Scholar 

  4. M. Guardiola-Diaz, L. A. Foster, D. Mushrush, and D. N. Vaz, Biochem. Pharmacol., 61, 1463 (2001).

    Article  CAS  Google Scholar 

  5. A. A. Umarov, N. P. Loi, Ch. Sh. Kadyrov, and A. T. Ayupova, Agrokhimiya, No. 7, 123 (1973).

  6. Ch. Sh. Kadyrov, A. T. Ayupova, M. N. Kosyakovskaya, A. A. Rakhimov, A. Khikmatov, and K. Akbarov, Agrokhimiya, No. 11, 116 (1969).

  7. A. A. Umarov, Benzimidazoles: Their Regulatory Properties and Functions [in Russian], Fan, Tashkent (1990).

    Google Scholar 

  8. K. B. Abdireimov, N. S. Mukhamedov, M. Zh. Aiymbetov, and Kh. M. Shakhidoyatov, Khim. Geterotsikl. Soedin., 1165 (2010). [Chem. Heterocycl. Compd., 46, 941 (2010)].

  9. R. G. Aflyatunova, K. Giyasov, and N. A. Aliev, Pesticides [in Russian], Fan, Tashkent (1987), p.127.

    Google Scholar 

  10. J. Chen, C. M. Li, J. Wang, S. Ahn, Z. Wang, T. Lu, T. Dalton, D. D. Miller and W. Li, Bioorg. Med. Chem., 19, 4782 (2011).

    Article  CAS  Google Scholar 

  11. P. R. Kumar, Indian J. Chem., Sect B: Org. Chem. Incl. Med. Chem., 25, 1273 (1986).

    Google Scholar 

  12. N. D. Vitkevich and A. M. Simonov, Zh. Obshch. Khim., 29, 2614 (1959).

    CAS  Google Scholar 

  13. I. Kh. Fel’dman and V. N. Mikhailova, Zh. Obshch. Khim., 33, 2976 (1963).

    Google Scholar 

  14. S. I. Lur’e, Zh. Obshch. Khim., 10, 1909 (1940).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of Uzbekistan, 77 Mirzo Ulugbek Ave., Tashkent, 100170, Uzbekistan

    K. B. Abdireimov, N. S. Mukhamedov, M. Zh. Aiymbetov & Kh. M. Shakhidoyatov

Authors
  1. K. B. Abdireimov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. N. S. Mukhamedov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. M. Zh. Aiymbetov
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Kh. M. Shakhidoyatov
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to N. S. Mukhamedov.

Additional information

*For Communication 4, see [1]

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, 488-491, March, 2012.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Abdireimov, K.B., Mukhamedov, N.S., Aiymbetov, M.Z. et al. Benzazoles 5*. Synthesis and arylsulfonylation of 1-hydroxymethylbenzimidazole. Chem Heterocycl Comp 48, 458–461 (2012). https://doi.org/10.1007/s10593-012-1015-1

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10593-012-1015-1

Keywords

Search

Navigation