Anthraquinone and anthrone series

Part XIII. Synthesis of 5-substituted benzanthrones
  • S. S. Malhotra
  • B. D. Tilak
  • K. Venkataraman


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.


Sulphuric Acid Nitrobenzene Anthraquinone Quinoxaline Benzoyl Chloride 
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Copyright information

© Indian Academy of Sciences 1953

Authors and Affiliations

  • S. S. Malhotra
    • 1
  • B. D. Tilak
    • 1
  • K. Venkataraman
    • 1
  1. 1.Department of Chemical TechnologyUniversity of BombayIndia

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