HETEROCYCLIC ANALOGS OF 5,12-NAPHTHACENEQUINONE. 2. SYNTHESIS OF 4,11-DIHYDROXYNAPHTHO[2,3-<i>f</i>]INDAZOLE-5,10-DIONE AND ITS N-METHYL DERIVATIVES

Authors

  • А. Е. Щекотихин G. F. Gauze Institute of New Antibiotics, Russian Academy of Medical Science Moscow 119021
  • Ю. H. Лузиков G. F. Gauze Institute of New Antibiotics, Russian Academy of Medical Science Moscow 119021
  • О. С. Анисимова Center for Drug Chemistry, All-Russian Chemical and Pharmaceutical Research Institute, Moscow 119815
  • В. Н. Буянов Russian D. I. Mendeleev University of Chemical Technology, Moscow 125190
  • М. Н. Преображенская G. F. Gauze Institute of New Antibiotics, Russian Academy of Medical Science Moscow 119021

DOI:

https://doi.org/10.1007/7973

Keywords:

4, 11-dihydroxynaphtho[2, 3-f]indazole-5, 10-dione, pyrazoloquinizarine, demethylation, Stokes shift, fluorescence

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.

How to Cite
Shchekotikhin, A. E.; Luzikov, Yu. N.; Anisimova, O. S.; Buyanov, V. N.; Preobrazhenskaya, M. N.  Chem. Heterocycl. Compd. 2006, 42, 605. [Khim. Geterotsikl. Soedin. 2006, 691.]

For this article in the English edition, see DOI 10.1007/s10593-006-0134-y


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Published

2023-08-17

Issue

No. 5 (2006)

Section

Original Papers