p-Toluidine → 9,10-Anthracenedione, 1-(methylamino)-4-[(4-methylphenyl)amino]-

HRID 1199755

Reaktionsgleichung

Reaktionsgleichung von HRID 1199755
[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 671959,10-Anthracenedione, 1-(methylamino)-4-[(4-methylphenyl)amino]-Ausbeute 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-898959b639a845fca73b13ecc9ee2bad
Quelldatensatz
uspto-grants-1990_02
Patentnummer
US04902798

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