Process for production of 1-aminoanthraquinone

Details Process for production of 1-aminoanthraquinone Process for production of 1-aminoanthraquinone

C - Chemistry, Metallurgy

07

C

204/55, 204/81,

C07C 225/34 (2006.01) C07C 221/00 (2006.01) C09B 1/18 (2006.01) C25B 3/02 (2006.01)

Patent

CA 1294616

Abstract of the Disclosure: A process for producing 1-aminoanthraquinone, which comprises (a) a step of oxidizing 1-nitronaphthalene in the liquid phase with an acidic aqueous solution contain- ing a ceric ion as an oxidizing agent and separating crystals containing 5-nitro-1,4-naphthoquinone and the acidic aqueous solution containing a cerium ion from the resulting reaction mixture, (b) a step of subjecting the 5-nitro-1,4- naphthoquinone obtained in step (a) to Diels-Alder re- action with 1,3-butadiene in a solvent, precipitating crystals containing the resulting 5-nitro-1,4,4a,9a-tetra- hydroanthraquinone, separating them by filtration, sepa- rating and recovering the unreacted 1-nitronaphthalene and the solvent in the filtrate in a separation tower, and recycling 1-nitronaphthalene to step (a) for use as the starting material and re-using the recovered solvent for the Diels-Alder reaction, (c) a step of reducing 5-nitro-1,4,4a,9a-tetra- hydroanthraquinone obtained in step (b), separating crystals containing 1-aminoanthraquinone and purifying them, and (d) a step of electrolytically oxidizing the acidic aqueous solution containing a cerium ion separated in step (a) to convert the cerous ion in the acidic aqueous solution to a ceric ion and recycling the result- ing acidic aqueous solution containing a ceric ion to step (a) for re-use as the oxidizing agent.

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