2-Anthracenecarboxylic acid, 1-amino-9,10-dihydro-9,10-dioxo- → 1-Aminoanthraquinone

Participants

Reaction Steps

The wet cake of 1-aminoanthraquinone-2-carboxylic acid was dissolved in 2000 ml. of water and 50 ml. of 10 M sodium hydroxide solution. The mixture was heated on a steam bath to 90°-100° C. and 40 g (0.23 mole) sodium hydrosulfite was added. Heating was continued with stirring for 2 hours, after which the mixture was cooled to room temperature. The resulting red solid was collected by filtration and washed with water until the filtrate was neutral. The solid was dried at 80° C. to give 19.5 g (78% yield) of 1-aminoanthraquinone. The Thin Layer Chromatogram of the crude product showed the presence of less than 5% of impurity.

Provenance & Evidence