HETEROCYCLIC ANALOGS OF 5,12-NAPHTHACENEQUINONE. 1. SYNTHESIS OF HETEROCYCLIC ANALOGS STARTING FROM 2,3-DIAMINOQUINIZARINE

Authors

  • А. Е. Щекотихин G. F. Gauze Antibiotic Research Institute, Moscow 119021
  • И. Г. Макаров D. I. Mendeleev Russian Chemical Engineering University, 125190 Moscow
  • В. Н. Буянов D. I. Mendeleev Russian Chemical Engineering University, 125190 Moscow
  • М. Н. Преображенская G. F. Gauze Antibiotic Research Institute, Moscow 119021

DOI:

https://doi.org/10.1007/8257

Keywords:

2, 3-diaminoquinizarine, 4, 11-dihydroxyanthra[2, 3-d]imidazole-5, 10-dione, 3-d][1, 3]triazole-5, 5, 12-dihydroxynaphtho[2, 3-g]quinoxaline-6, 11-dione, imidazolo-quinizarine, pyrazinoquinizarine, triazoloquinizarine, amination, synthesis

Abstract

The amination of 2-nitroquinizarine using hydroxylamine gives 2-amino-3-nitroquinizarine, which, upon reduction, gives previously unreported 2,3-diaminoquinizarine, a key intermediate in the synthesis of heterocyclic analogs of 5,12-naphthacenequinone, namely, 4,11-dihydroxyanthra[2,3-d]imidazole-5,10-dione (imidazoloquinizarine), 4,11-dihydroxyanthra[2,3-d][1,2,3]triazole-5,10-dione (triazolo-quinizarine), and 5,12-dihydroxynaphtho[2,3-g]quinoxaline-6,11-dione (pyrazinoquinizarine).

How to Cite
Shchekotikhin, A. E.; Makarov, I. G.; Buyanov, V. N.; Preobrazhenskaya, M. N.  Chem. Heterocycl. Compd. 2005, 41, 914. [Khim. Geterotsikl. Soedin. 2005, 1081.]

For this article in the English edition, see DOI 10.1007/s10593-005-0248-7


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Published

2023-11-01

Issue

No. 7 (2005)

Section

Original Papers