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Heterocyclic analogs of 5,12-naphthacenequinone. 2. Synthesis of 4,11-dihydroxynaphtho[2,3-f]indazole-5,10-dione and its n-methyl derivatives

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

On methylating 4,11-dimethoxynaphtho[2,3-f]indazole-5,10-dione with methyl iodide in the presence of base a mixture is formed of its 1-and 2-methyl derivatives. Demethylation of the methoxy groups of the starting material and of the products of its alkylation leads to the formation of 4,11-dihydroxynaphtho[2,3-f]indazole-5,10-dione (pyrazoloquinizarine) and its 1-and 2-methyl derivatives.

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Authors and Affiliations

  1. G. F. Gauze Institute of New Antibiotics, Russian Academy of Medical Science, Moscow, 119021, Russia

    A. E. Shchekotikhin, Yu. N. Luzikov & M. N. Preobrazhenskaya

  2. Center for Drug Chemistry, All-Russian Chemical and Pharmaceutical Research Institute, Moscow, 119815

    O. S. Anisimova

  3. Russian D. I. Mendeleev University of Chemical Technology, Moscow, 125190

    V. N. Buyanov

Authors
  1. A. E. Shchekotikhin
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  2. Yu. N. Luzikov
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  3. O. S. Anisimova
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  4. V. N. Buyanov
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  5. M. N. Preobrazhenskaya
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 691–696, May, 2006.

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Shchekotikhin, A.E., Luzikov, Y.N., Anisimova, O.S. et al. Heterocyclic analogs of 5,12-naphthacenequinone. 2. Synthesis of 4,11-dihydroxynaphtho[2,3-f]indazole-5,10-dione and its n-methyl derivatives. Chem Heterocycl Compd 42, 605–610 (2006). https://doi.org/10.1007/s10593-006-0134-y

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  • DOI: https://doi.org/10.1007/s10593-006-0134-y

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