Skip to main content
SpringerLink
Log in

Structures of the covalent hydrates and products of acidic hydrolysis of rheumycin and fervenulin

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

It is shown that pyrimido[5,4-e]-1,2,4-triazinediones are hydrated at the N(4)-C(4a) bond in aqueous acidic media. The equilibrium constants of these processes were measured by PMR spectroscopy. The structure of the covalent adduct of fervenulin was established by x-ray diffraction analysis. Formic, 5-diazo-3-methylbarbituric, and methylparabanic acids were identified among the products of destruction of the hydrates in acidic media.

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

Literature Cited

  1. M. E. C. Biffin, D. J. Brown, and T. Sugimoto, J. Chem. Soc., C, No. 1, 139 (1970).

    Google Scholar 

  2. J. Clark and F. S. Yates, J. Chem. Soc., C, No. 13, 2475 (1971).

    Google Scholar 

  3. S. E. Esipov, A. I. Chernyshev, S. V. Shorshnev, N. I. Yakushkina, and V. L. Antonovskii, Antibiot. Med. Biotekhnol., No. 2, 122 (1985).

    Google Scholar 

  4. S. V. Shorshnev, S. E. Esipov, N. I. Yakushkina, N. A. Klyuev, V. G. Zhil'nikov, and A. I. Chernyshev, Khim. Geterotsikl. Soedin., No. 9, 1252 (1987).

    Google Scholar 

  5. S. V. Shorshnev, S. E. Esipov, and A. V. Chernyshev, Khim. Geterotsikl. Soedin., No. 11, 1532 (1988).

    Google Scholar 

  6. J. P. Geerts, A. Nagel, and H. C. Van der Plas, Org. Magn. Reson., 8, 637 (1976).

    Google Scholar 

  7. W. W. Paudler and T.-K. Chen, J. Heterocycl. Chem., 7, 767 (1970).

    Google Scholar 

  8. A. Albert, Advances in Heterocyclic Chemistry, Vol. 20, A. R. Katritzky and A. J. Boulton (eds.), Academic Press, New York (1976), p. 117.

    Google Scholar 

  9. G. G. Aleksandrov and S. E. Esipov, Antibiot. Med. Biotekhnol., No. 3, 181 (1986).

    Google Scholar 

  10. E. Breitmaier and W. Voelter, 13C NMR Spectroscopy, Verlag Chemie, Weinheim-New York (1978), pp. 97, 193.

    Google Scholar 

  11. O. Kühling, Berichte, 24, 4140 (1891).

    Google Scholar 

  12. H. Kwart, R. W. Spayd, and C. J. Collins, J. Am. Chem. Soc., 83, 2579 (1961).

    Google Scholar 

  13. E. Fischer, Berichte, 14, 1905 (1881).

    Google Scholar 

  14. H. B. Hill, Berichte, 9, 1090 (1876).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. All-Union Scientific-Research Institute of Antibiotics, 113105, Moscow

    S. V. Shorshnev, G. G. Aleksandrov, S. E. Esipov, N. A. Klyuev & A. I. Chernyshev

Authors
  1. S. V. Shorshnev
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. G. G. Aleksandrov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. S. E. Esipov
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. N. A. Klyuev
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. A. I. Chernyshev
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1654–1660, December, 1988.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Shorshnev, S.V., Aleksandrov, G.G., Esipov, S.E. et al. Structures of the covalent hydrates and products of acidic hydrolysis of rheumycin and fervenulin. Chem Heterocycl Compd 24, 1367–1373 (1988). https://doi.org/10.1007/BF00486681

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00486681

Keywords

Search

Navigation