Anthraquinone and anthrone series
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5-Nitrobenzanthrone has been synthesized by nitration of 4-acetamidobenzanthrone, hydrolysis to 4-amino-5-nitrobenzanthrone and subsequent deamination. The adjacent orientation of the amino and nitro groups was shown by reduction to a diamine, which formed a quinoxaline with phenanthraquinone and an imidazole with benzoyl chloride. Reduction of 5-nitrobenzanthrone gave 5-aminobenzanthrone which was converted to 5-chlorobenzanthrone. Oxidation of 5-chlorobenzanthrone gave 3-chloroanthraquinone-1-carboxylic acid, identical with the acid prepared from 1-amino-3-chloroanthraquinone.
KeywordsSulphuric Acid Nitrobenzene Anthraquinone Quinoxaline Benzoyl Chloride
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