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

Article abstract of DOI:10.1007/BF00529887

The reaction of 4-oxo-5-hydroximino-4,5,6,7-tetrahydrobenzofurazan and 4-oxo-5-hydroximino-4,5,6,7-tetrahydrobenzofuroxan with acetic acid 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-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.