Skip to main content
Log in

Syntheses based on dimethylpyrazoles. 8. Reaction of 3,4- and 4,5-diaminopyrazoles with 4-nitronaphthalic anhydride

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Mono- and diacylation products were obtained in the reaction of 3,4-diamino-1,5- dimethylpyrazole with 4-nitronaphthalic anhydride in acetic acid; the monoacylation products do not undergo cyclization even in polyphosphoric acid (PPA). The reaction of 4,5-diamino-1-methylpyrazole under similar conditions gives 2-(5-aminol-1-methyl-4- pyrazolyl)-7-nitrobenzo[d,e]isoquinoline-1,3-(1H,3H)dione, during heating of which in polyphosphoric acid ethyl ester only mono- and diethylation at the amino group occurs.

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. V. P. Perevalov, M. A. Andreeva, Yu. A. Manaev, Sh. G. Isaev, L. I. Baryshnenkova, and B. I. Stepanov, Zh. Org. Khim., 20, 1073 (1984).

    Google Scholar 

  2. B. I. Stepanov, D. G. Pereyaslova, M. A. Andreeva, V. P. Perevalov, Sh. G. Isaev, G. V. Tatsii, L. I. Bogdanova, R. Ya. Mushii, and V. I. Seraya, USSR Inventor's Certificate No. 1004428; Byull. Izobret., No. 10, 113 (1983).

  3. B. M. Krasovitskii and B. M. Bolotin, Organic Luminophores [in Russian], Khimiya, Moscow (1984), p. 334.

    Google Scholar 

  4. M. A. Andreeva, Yu. A. Manaev, R. Ya. Mushii, V. P. Perevalov, V. I. Seraya, and B. I. Stepanov, Zh. Obshch. Khim., 50, 2106 (1980).

    Google Scholar 

  5. V. P. Perevalov, L. I. Baryshnenkova, M. A. Andreeva, Yu. A. Manaev, I. A. Denisova, B. I. Stepanov, and V. I. Seraya, Khim. Geterotsikl. Soedin., No. 12, 1672 (1983).

    Google Scholar 

  6. I. L. Finar, J. Chem. Soc., B, No. 7, 725 (1968).

    Google Scholar 

  7. T. L. Cour and S. E. Rasmussen, Acta Chem. Scand., 27, 1845 (1973).

    Google Scholar 

  8. V. P. Perevalov, M. A. Andreeva, L. I. Baryshnenkova, Yu. A. Manaev, G. S. Yamburg, B. I. Stepanov, and V. A. Dubrovskaya, Khim. Geterotsikl. Soedin., No. 12, 1676 (1983).

    Google Scholar 

  9. M. E. C. Biffin, D. J. Brown, and O. N. Porter, J. Chem. Soc., C, No. 17, 2159 (1968).

    Google Scholar 

  10. W. Pollmann and G. Scramm, Biochim. Biophys. Acta, 80, 1 (1964).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

See [1] for communication 7.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1090–1094, August, 1985.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Perevalov, V.P., Baryshnenkova, L.I., Andreeva, M.A. et al. Syntheses based on dimethylpyrazoles. 8. Reaction of 3,4- and 4,5-diaminopyrazoles with 4-nitronaphthalic anhydride. Chem Heterocycl Compd 21, 910–914 (1985). https://doi.org/10.1007/BF00519821

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00519821

Keywords

Navigation