p-Toluidine → 1,4,5,8-Tetrakis(4-methylanilino)anthracene-9,10-dione

HRID 844916

Reaktionsgleichung

Reaktionsgleichung von HRID 844916
Cl[C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[C:9](Cl)[CH:10]=[CH:11][C:12]=3Cl)[C:7](=[O:19])[C:6]=2[C:5](Cl)=[CH:4][CH:3]=1.[NH2:21][C:22]1[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=1>>[CH3:28][C:25]1[CH:26]=[CH:27][C:22]([NH:21][C:2]2[C:15]3[C:14](=[O:16])[C:13]4[C:8](=[C:9]([NH:21][C:22]5[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=5)[CH:10]=[CH:11][C:12]=4[NH:21][C:22]4[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=4)[C:7](=[O:19])[C:6]=3[C:5]([NH:21][C:22]3[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=3)=[CH:4][CH:3]=2)=[CH:23][CH:24]=1

Komponenten

3

Edukt 2

HCID 7813p-ToluidineHCID 664849,10-Anthracenedione, 1,4,5,8-tetrachloro-

Produkt 1

HCID 159184141,4,5,8-Tetrakis(4-methylanilino)anthracene-9,10-dione

Versuchsvorschrift

A mixture of 1,4,5,8-tetrachloroanthraquinone (34.6 parts) and p-toluidine (214 parts) was allowed to react at 190° C. for 15 hours. Thereafter, the reaction mixture was cooled, and the precipitate was collected on a suction filter, washed four times with methanol (500 parts) and then twice with hot water (500 parts), and dried to obtain 1,4,5,8-tetra(4'-methylphenylamino)anthraquinone (48.7 parts) as a black solid. The product was recrystallized from toluene to obtain a dark green crystal. The melting point and maximum absorption wave lenggh (λmax measured in acetone) were found to be 268° to 275° C. and 760 nm, respectively.

Aufarbeitung

  1. customto react at 190° C. for 15 hours
  2. temperatureThereafter, the reaction mixture was cooled
  3. customthe precipitate was collected on a suction
  4. filtrationfilter
  5. washwashed four times with methanol (500 parts)
  6. dry with materialtwice with hot water (500 parts), and dried

Quellen und Nachweise

ORD-Eintrag
ord-2473df7eeea14c329d4a49a6855dd063
Quelldatensatz
uspto-grants-1988_07
Patentnummer
US04755012

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