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Purines, pyrimidines, and condensed systems based on them. 3. 7,8-Diaminotheophylline

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

By treating 8-aminotheophylline with hydroxylamine-O-sulfonic acid in aqueous alkali we have obtained 7,8-diaminotheophylline and studied its reactions with benzaldehyde, 1,2-dicarbonyl compounds, and acylating agents. We have established that in reactions with electrophiles, the N-amino group in 7,8-diaminotheophylline is more active than the amino group situated at the 8-position. An unexpected self-condensation of two molecules of 7,8-diaminotheophylline has been found in acid medium, leading to a purino[8,7-g]-7-azapteridine derivative.

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Literature Cited

  1. V. V. Kuz'menko, T. A. Kuz'menko, G. G. Aleksandrov, A. F. Pozharskii, and A. V. Gulevskaya, Khim. Geterotsikl. Soedin., No. 6, 836 (1987).

    Google Scholar 

  2. J. W. Jones and R. K. Robins, J. Am. Chem. Soc., 82, 3773 (1960).

    Google Scholar 

  3. E. M. Karpitschka, G. Smole, and W. Klötzer, Sci. Pharm., 49, 453 (1981).

    Google Scholar 

  4. A. F. Pozharskii, V. V. Kuz'menko, and I. M. Nanavyan, Khim. Geterotsikl. Soedin., No. 11, 1564 (1983).

    Google Scholar 

  5. W. Klötzer, H. Baidinger, E. M. Karpitschka, and J. Knoflach, Synthesis, No. 7, 592 (1982).

    Google Scholar 

  6. A. F. Pozharskii, A. D. Garnovskii, and A. M. Simonov, Usp. Khim., 35, 261 (1966).

    Google Scholar 

  7. C. Temple, C. L. Kussner, and J. A. Montgomery, J. Org. Chem., 34, 2102 (1969).

    Google Scholar 

  8. A. K. Sheinkman, A. P. Kucherenko, I. V. Kurkurina, N. A. Klyuev, and E. N. Kurkugova, Khim. Geterotsikl. Soedin., No. 2, 229 (1977).

    Google Scholar 

  9. J. B. Barat, R. J. Blade, A. J. Boulton, J. Epstein, A. R. Katritzky, J. Lewis, P. Molina-Buendia, Nie Pai-Lin, and C. A. Ramsden, Tetrahedron Lett., No. 31, 2691 (1976).

    Google Scholar 

  10. Y. Tamura, H. Hayashi, J. Minamikawa, and M. Ikeda, J. Hetrocycl. Chem., 11, 781 (1974).

    Google Scholar 

  11. B. Pullman and A. Pullman, Quantum Biochemistry, Wiley Interscience, New York (1963).

    Google Scholar 

  12. F. Yoneda and S. Nishigaki, Chem. Pharm. Bull., 19, 1060 (1971).

    Google Scholar 

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Authors and Affiliations

  1. M. A. Suslov Rostov State University, 344006, Rostov-on-Don

    I. M. Nanavyan, V. V. Kuz'menko, A. F. Pozharskii & N. A. Klyuev

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  1. I. M. Nanavyan
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  2. V. V. Kuz'menko
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  3. A. F. Pozharskii
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  4. N. A. Klyuev
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Additional information

For Communication 2, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1398–1404, October, 1987.

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Nanavyan, I.M., Kuz'menko, V.V., Pozharskii, A.F. et al. Purines, pyrimidines, and condensed systems based on them. 3. 7,8-Diaminotheophylline. Chem Heterocycl Compd 23, 1123–1129 (1987). https://doi.org/10.1007/BF00476545

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  • DOI: https://doi.org/10.1007/BF00476545

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