Nitrobenzene → 1-Amino-2-bromo-4-benzoylaminoanthraquinone

Participants

Reaction Conditions

Reaction Steps

With stirring, 85.5 parts of 1-amino-4-benzoylaminoanthraquinone are suspended in 200 parts of nitrobenzene. The suspension is diluted with 100 parts of water and then a solution of 50.4 parts of bromine in 60 parts of nitrobenzene is added in the course of 1 hour at 30°-35° C. The reaction is brought to completion by stirring for 3 hours at 50°-55° C. The mixture is cooled to 30°-35° C. and, after addition of 65 parts of a 40% sodium hydrogen sulfite solution, stirred for 1/2 hour and cooled to 20° C. Finally, the reaction product is collected by suction, washed with 60 parts of nitrobenzene as well as with ethanol and hot water, and dried, affording 91 parts (86.5% of theory) of 1-amino-2-bromo-4-benzoylaminoanthraquinone with a melting point of 241° C.-243° C. Br: calculated 18.97%, found 18.5%.

Provenance & Evidence