Skip to main content
SpringerLink
Log in

Reactions of ethyl 4-amino-6-(ethoxycarbonylmethyl)-2-phenylpyrimidine-5-carboxylate with hydrazines

  • Full Articles
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

New substituted 4,6-diamino-7-hydroxypyrido[4,3-d]pyrimidin-5(6H)-ones were synthe-sized by treatment of ethyl 4-amino-6-(ethoxycarbonylmethyl)-2-phenylpyrimidine-5-car-boxylic acid with hydrazine hydrate and phenylhydrazine. In the case of methylhydrazine, the reaction proceeded in an unusual way and afforded a product identified, relying on NMR data, as functionally substituted 8-(5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-7-ylidene)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine comprising two amineimide fragments. A diacetyl derivative of this compound was obtained.

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.

Similar content being viewed by others

References

  1. A. J. Bridges, Chem. Rev., 2001, 101, 2541.

    Article  CAS  Google Scholar 

  2. Eur. Pat. Appl. Ep. 188094, Chem. Abstr., 1986, 105, 208919a.

  3. Eur. Pat. Appl. Ep. 244352, Chem. Abstr., 1988, 108, 75423x.

  4. PCT Int. Appl. WO 8601207, Chem. Abstr., 1986, 105, 24277h.

    Google Scholar 

  5. A. V. Komkov, V. A. Dorokhov, Izv. Akad. Nauk. Ser. Khim., 2007, 2212 [Russ. Chem. Bull., Int. Ed., 2007, 56, 2290].

  6. S. L. Patt, J. N. Shoolery, J. Magn. Reson., 1982, 46, 535.

    CAS  Google Scholar 

  7. R. C. Slagel, J. Org. Chem., 1968, 33, 1374.

    Article  CAS  Google Scholar 

  8. K. Hirota, Y. Nakazawa, Y. Kitade, H. Sajiki, Heterocycles, 1998, 47, 871.

    Article  CAS  Google Scholar 

  9. W. F. Whitmore, R. C. Cooney, J. Am. Chem. Soc., 1944, 66, 1237.

    Article  CAS  Google Scholar 

  10. A. Monge, J. A. Palop, T. Goni, A. Martinez, E. Fernandez-Alvares, J. Heterocycl. Chem., 1984, 21, 381.

    Article  CAS  Google Scholar 

  11. G. Rosen, F. D. Popp, J. Heterocycl. Chem., 1969, 6, 9.

    Article  CAS  Google Scholar 

  12. G. L. Karrick, N. P. Peet, J. Heterocycl. Chem., 1986, 23, 1055.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    A. V. Komkov, A. S. Shashkov & V. A. Dorokhov

Authors
  1. A. V. Komkov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. A. S. Shashkov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. V. A. Dorokhov
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to A. V. Komkov.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2307–2312, November, 2008.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Komkov, A.V., Shashkov, A.S. & Dorokhov, V.A. Reactions of ethyl 4-amino-6-(ethoxycarbonylmethyl)-2-phenylpyrimidine-5-carboxylate with hydrazines. Russ Chem Bull 57, 2353–2358 (2008). https://doi.org/10.1007/s11172-008-0335-x

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-008-0335-x

Key words

Search

Navigation