Abstract
The reaction of 4-oxo-5-hydroximino-4,5,6,7-tetrahydrobenzofurazan and 4-oxo-5-hydroximino-4,5,6,7-tetrahydrobenzofuroxan with acetic anhydride in the presence of an acid gives 4,7-diacetoxy-5-acetamidobenzofurazan and 2,3-diacetoximino-5-acetamido-1,4-benzoquinone, respectively, which were used to obtain 4,7-dioxo-5-acetamido-4,7-dihydrobenzofurazan. The synthesized quinone reacts with amines to give the corresponding aminoquinones; when 4,7-dioxo-5-acetamido-6-anilino-4,7-dihydrobenzofurazan is heated, it is readily converted to 5-phenyl-6-methyl-4,8-dioxo-1H-imidazo[4,5-f]benzofurazan.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 532–536, April, 1993.
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Samsonov, V.A., Volodarskii, L.B. Formation of 4,7-dioxo-5-acetamido-4,7-dihydrobenzofurazan from 4-oxo-5-hydroximino-4,5,6,7-tetrahydrobenzofurazan and -furoxan and investigation of its reaction with amines. Chem Heterocycl Compd 29, 455–459 (1993). https://doi.org/10.1007/BF00529887
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DOI: https://doi.org/10.1007/BF00529887