1-Nitroanthraquinone → 9,10-Anthracenedione, 1-(cyclohexylamino)-
Reaction equation
[N+:1]([C:4]1[C:17]2[C:16](=[O:18])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9](=[O:19])[C:8]=2[CH:7]=[CH:6][CH:5]=1)([O-])=O.[CH:20]1(N)[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1>CC1C=CC(C(C)C)=CC=1>[CH:20]1([NH:1][C:4]2[C:17]3[C:16](=[O:18])[C:15]4[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=4)[C:9](=[O:19])[C:8]=3[CH:7]=[CH:6][CH:5]=2)[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
25.3 g of 1-nitroanthraquinone (99% pure) in 120 ml of p-cymene are boiled together with 29.8 g of cyclohexylamine (molar ratio 3:1) for 2 hours under reflux. After cooling the reaction mixture, 150 ml of petroleum ether are added, the mixture is filtered and the residue is washed with petroleum ether and dried. 28.1 g (94% of theory) of cyclohexylamino-anthraquinone are obtained. No further starting material can be detected by means of thin layer chromatography.