1-Nitroanthraquinone → 9,10-Anthracenedione, 1-(cyclohexylamino)-

HRID 261007

Reaktionsgleichung

Reaktionsgleichung von HRID 261007
[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]1

Komponenten

4

Edukt 2

HCID 67041-NitroanthraquinoneHCID 7965Cyclohexylamine

Produkt 1

HCID 706699,10-Anthracenedione, 1-(cyclohexylamino)-Ausbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7463P-CymeneLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. temperatureunder reflux
  2. additionare added
  3. filtrationthe mixture is filtered
  4. washthe residue is washed with petroleum ether
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ff7db9d3e9404a2caf01d3b13cb2559f
Quelldatensatz
uspto-grants-1979_08
Patentnummer
US04163747

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