Research on multiphase synthesis of 1,5-di(-anisidino)anthraquinone

Abstract

According to the Ullman reaction mechanism, the synthesis of 1,5-di(o-anisidino)anthraquinone was achieved by the multiphase reaction of 1,5-dichloroanthraquinone in xylene and o-anisidine in the presence of copper metal powder and potassium acetate. The effects of various factors on the reaction, such as the dosages of xylene and catalyst, molar ratios of raw materials, and reaction times were investigated. When the molar ratio of 1,5-dichloroanthraquinone to o-anisidine and potassium acetate is 1:10:2.5 and the catalyst dosage based on 1,5-dichloroanthraquinone is 5.3%, the conversion of 1,5-dichloroanthraquinone is 97.8% and the yield of 1,5-di(o-anisidino)anthraquinone is 80.6% after reflux for 10 h. Under these conditions, the recovery of the solvent is 86.0%. The target compound was identified by MS, ¹H NMR, IR and DSC.

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