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.
Similar content being viewed by others
Literature cited
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).
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).
B. M. Krasovitskii and B. M. Bolotin, Organic Luminophores [in Russian], Khimiya, Moscow (1984), p. 334.
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).
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).
I. L. Finar, J. Chem. Soc., B, No. 7, 725 (1968).
T. L. Cour and S. E. Rasmussen, Acta Chem. Scand., 27, 1845 (1973).
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).
M. E. C. Biffin, D. J. Brown, and O. N. Porter, J. Chem. Soc., C, No. 17, 2159 (1968).
W. Pollmann and G. Scramm, Biochim. Biophys. Acta, 80, 1 (1964).
Author information
Authors and Affiliations
Additional information
See [1] for communication 7.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1090–1094, August, 1985.
Rights 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
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00519821