Skip to main content
Log in

Comparative study of mass-spectrometric behavior of 2,6-diaryl-4-(oxo,oximino,amino)piperidines

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The fragmentation of the investigated piperidine derivatives, which was confirmed by data from the high-resolution spectra, by the DADI spectra, and by the fragmentation of the deutero analogs, proceeds with cleavage of the piperidine ring and is due to the competitive distribution of the charge on the ring nitrogen atom and on the structural elements that contain functional groups and an aryl radical. The dependence of the mass spectra of 4-(oxo,oximino,amino)piperidines on the nature and position of the substituents in the ring, as well as on the character of the functional group in the 4 position of the ring, was investigated.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

Literature Cited

  1. R. A. Khmel'nitskii, N. A. Klyuev, S. B. Nikitina, and A. I. Vinogradova, Zh. Obshch. Khim., 7, 391 (1971).

    Google Scholar 

  2. Q. N. Porter and J. Baldes, Mass Spectrometry of Heterocyclic Compounds, Wiley Interscience, New York (1971), p. 364.

    Google Scholar 

  3. A. I. Ermakov, Yu. N. Sheinker, Zh. K. Torosyan, and V. A. Zamureenko, Khim. Geterotsikl. Soedin., No. 12, 1647 (1975).

    Google Scholar 

  4. A. M. Duffield, H. Budzikiewicz, and C. Djerrassi, J. Am. Chem. Soc., 86, 5536 (1964).

    Google Scholar 

  5. V. A. Mashenkov, A. P. Lugovskii, L. I. Krasovskaya, L. S. Stanishevskii, and V. P. Suboch, Khim. Geterotsikl. Soedin., No. 3, 375 (1986).

    Google Scholar 

  6. A. I. Ermakov and Yu. N. Sheinker, Khim. Geterotsikl. Soedin., No. 1, 72 (1981).

    Google Scholar 

  7. E. E. Stashenko, P. I. Zakharov, V. V. Kuznetsov, L. A. Gaivoronskaya, B. S. Subbotin, and N. S. Prostakov, Khim. Geterotsikl. Soedin., No. 6, 813 (1988).

    Google Scholar 

  8. H. E. Audier, Org. Mass Spectrom., 2, 283 (1969).

    Google Scholar 

  9. V. I. Kondrat'ev (editor), Energies Required to Cleave Chemical Bonds, Ionization Potentials, and Electron Affinities [in Russian], Vyssh. Shkola, Moscow (1979), p. 351.

    Google Scholar 

  10. P. B. Terent'ev, Mass Spectrometry in Organic Chemistry [in Russian], Vyssh. Shkola, Moscow (1979).

    Google Scholar 

  11. P. B. Terent'ev and A. P. Stankyavichyus, Mass-Spectrometric Analysis of Biologically Active Nitrogen Bases [in Russian], Mokslas, Vilnius (1987).

    Google Scholar 

  12. T. Gaüman, Helv. Chim. Acta, 64, 2782 (1981).

    Google Scholar 

  13. N. S. Vul'fson, V. G. Zaikin, and A. I. Mikaya, Mass Spectrometry of Organic Compounds [in Russian], Khimiya, Moscow (1986).

    Google Scholar 

  14. E. F. Kuleshova, O. S. Anisimova, Yu. N. Sheinker, L. I. Mastafanova, M. I. Evstratova, and L. N. Yakhontov, Khim. Geterotsikl. Soedin., No. 11, 1490 (1986).

    Google Scholar 

  15. C. R. Noller and V. Baliah, J. Am. Chem. Soc., 70, 3853 (1948).

    Google Scholar 

  16. N. S. Prostakov, V. O. Fedorov, and A. T. Soldatenkov, Khim. Geterotsikl. Soedin., No. 8, 1098 (1979).

    Google Scholar 

  17. T. N. Borisova, A. V. Varlamov, N. D. Sergeeva, A. T. Soldatenkov, O. V. Zvolinskii, A. A. Astakhov, and N. S. Prostakov, Khim. Geterotsikl. Soedin., No. 7, 973 (1987).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedimenii, No. 11, pp. 1505–1513, November, 1989.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Stashenko, E.E., Zakharov, P.I., Mobio, I.G. et al. Comparative study of mass-spectrometric behavior of 2,6-diaryl-4-(oxo,oximino,amino)piperidines. Chem Heterocycl Compd 25, 1259–1266 (1989). https://doi.org/10.1007/BF00481520

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00481520

Keywords

Navigation