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

Participants

Reaction Steps

The crude wet cake of 1-aminoanthraquinone-2-carboxylic acid was dissolved in 1500 ml. of water and 50 ml. of 10 M sodium hydroxide solution. The mixture was heated on a steam bath, and 35 g (0.2 mole) sodium hydrosulfite was added. Heating was continued until a red solid formed. The reaction mixture was then cooled to room temperature, and the red solid was collected by filtration and washed with water to give 18.5g (74% yield) of 1-aminoanthraquinone. The Thin Layer Chromatogram of the crude product showed the presence of less than 5% of impurity.

Provenance & Evidence