p-Toluidine → 1-(Methylamino)-4-((4-methylphenyl)amino)anthraquinone

HRID 2380394

Reaktionsgleichung

Reaktionsgleichung von HRID 2380394
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=1.[CH3:9][NH:10][C:11]1[C:24]2[C:23](=[O:25])[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16](=[O:26])[C:15]=2[C:14](Br)=[CH:13][CH:12]=1.C([O-])(=O)C.[Na+]>CO.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[CH3:9][NH:10][C:11]1[C:24]2[C:23](=[O:25])[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16](=[O:26])[C:15]=2[C:14]([NH:1][C:2]2[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=2)=[CH:13][CH:12]=1

Komponenten

6

Edukt 3

HCID 7813p-ToluidineHCID 314189,10-Anthracenedione, 1-bromo-4-(methylamino)-HCID 517045Sodium Acetate

Produkt 1

HCID 671951-(Methylamino)-4-((4-methylphenyl)amino)anthraquinoneAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8895Cupric acetateKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

In a reactor were charged p-toluidine (80 parts) , 1-methylamino-4-bromoanthraquinone (15.8 parts), sodium acetate (7.5 parts) and copper acetate (0.5 part) and the mixture was kept at 115° to 120° C. for 6 hours under a nitrogen atmosphere. Thereafter, the reaction mixture was diluted with methanol (100 parts) and cooled. The precipitate produced was filtrated, washed with methanol (500 parts) and then water (200 parts), and dried at 80° to 90° C. to obtain 1-methylamino-4- (4 '-methylanilino) -anthraquinone (yield 82% ).

Aufarbeitung

  1. temperaturecooled
  2. customThe precipitate produced
  3. filtrationwas filtrated
  4. washwashed with methanol (500 parts)
  5. dry with materialwater (200 parts), and dried at 80° to 90° C.

Quellen und Nachweise

ORD-Eintrag
ord-afd62127cb4647ccb6659aacef3f72ed
Quelldatensatz
uspto-grants-1994_11
Patentnummer
US05367075

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