Skip to main content
SpringerLink
Log in

Synthesis of new modified aza heterocycles on the basis of 5-(2-chloro-1-nitroalkyl)-3-phenyl-and 5-(2-chloro-1-nitroalkyl)-3-methyl-1,2,4-oxadiazoles

  • Published:
Russian Journal of Organic Chemistry Aims and scope Submit manuscript

Abstract

3-Phenyl-and 3-methyl-5-(2-chloro-1-nitroalkyl)-1,2,4-oxadiazoles reacted with piperidine, pyrrolidine, and morpholine to give the corresponding 5-(2-amino-1-nitroalkyl) derivatives, while their reactions with sodium p-toluenesulfinate led to the formation of 2-[3-methyl(or phenyl)-1,2,4-oxadiazol-5-yl]-2-nitroethyl p-tolyl sulfones.

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. Mashkovskii, M.D., Yuzhakov, S.D., Rozenshtraukh, L.V., Medvedev, O.S., Anyukhovskii, E.P., Dorodnikova, E.V., Dolgun, O.V., Bunin, A.Ya., Ermakova, V.N., Metelitsa, V.I., and Piotrovskii, V.K., USSR Inventor’s Certificate no. 1827067, 1987; Byull. Izobret., 1994, no. 19.

  2. Pancechowska-Ksepko, D., Foks, H., Janowiec, M., and Zwolska-Kwiek, Z., Acta Polon. Pharm., 1986, vol. 43, p. 211.

    CAS  Google Scholar 

  3. Brizzi, V., Franchi, G., La Rosa, C., Savini, L., and Mantovani, P., Boll. Chim. Farm., 1986, vol. 125, p. 100.

    CAS  Google Scholar 

  4. Sokolov, S.D., Vinogradov, S.M., and Azarevich, O.G., USSR Inventor’s Certificate no. 1139129, 1983; Byull. Izobret., 1995, no. 13.

  5. Palazzo, G. and Silvestrini, B., Boll. Chim. Farm., 1962, vol. 101, p. 251.

    CAS  Google Scholar 

  6. Ainsworth, C., Buting, W., Davenport, J., Callunder, M., and McCowen, M., J. Med. Chem., 1967, vol. 10, p. 208.

    CAS  Google Scholar 

  7. Physical Methods in Heterocyclic Chemistry, Katritzky, A.R., Ed., New York: Academic, 1963. Translated under the title Fizicheskie metody v khimii geterotsiklicheskikh soedinenii, Moscow: Mir, 1966, p. 515.

    Google Scholar 

  8. Kelarev, V.I., Karakhanov, R.A., Gasanov, S.Sh., Polivin, Yu.N., and Mikaya, A.I., Zh. Org. Khim., 1993, vol. 29, p. 763.

    CAS  Google Scholar 

  9. Tyrkov, A.G., Russ. J. Org. Chem., 2000, vol. 36, p. 1545.

    CAS  Google Scholar 

  10. March, J., Advanced Organic Chemistry, Reactions, Mechanisms, and Structure, New York: Wiley, 1985. Translated under the title Organicheskaya khimiya, Moscow: Mir, 1987, vol. 1, p. 367.

    Google Scholar 

  11. Tyrkov, A.G., Russ. J. Org. Chem., 2000, vol. 36, p. 760.

    CAS  Google Scholar 

  12. Gordon, A.J. and Ford, R.A., The Chemist’s Companion, New York: Wiley, 1972. Translated under the title Sputnik khimika, Moscow: Mir, 1976, p. 286.

    Google Scholar 

  13. Tietze, L.-F. and Eicher, T., Reactions and Syntheses in the Organic Chemistry Laboratory, Mill Valley, California: University Science Books, 1989. Translated under the title Preparativnaya organicheskaya khimiya, Moscow: Mir, 1999, p. 521.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Astrakhan State University, pl. Shaumyana 1, Astrakhan, 414000, Russia

    A. G. Tyrkov

Authors
  1. A. G. Tyrkov
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Original Russian Text © A.G. Tyrkov, 2006, published in Zhurnal Organicheskoi Khimii, 2006, Vol. 42, No. 7, pp. 1063–1066.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Tyrkov, A.G. Synthesis of new modified aza heterocycles on the basis of 5-(2-chloro-1-nitroalkyl)-3-phenyl-and 5-(2-chloro-1-nitroalkyl)-3-methyl-1,2,4-oxadiazoles. Russ J Org Chem 42, 1045–1048 (2006). https://doi.org/10.1134/S1070428006070207

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070428006070207

Keywords

Search

Navigation