4-Aminophenol → 2-Anthracenesulfonic acid, 1-amino-9,10-dihydro-4-[(4-hydroxyphenyl)amino]-9,10-dioxo-

HRID 974716Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 974716
[NH2:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[C:5](Br)=[CH:4][C:3]=1[S:19]([OH:22])(=[O:21])=[O:20].[NH2:23][C:24]1[CH:29]=[CH:28][C:27]([OH:30])=[CH:26][CH:25]=1.[Cl-].[Na+]>S([O-])([O-])(=O)=O.[Cu+2]>[OH:30][C:27]1[CH:28]=[CH:29][C:24]([NH:23][C:5]2[C:6]3[C:7](=[O:17])[C:8]4[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=4)[C:14](=[O:16])[C:15]=3[C:2]([NH2:1])=[C:3]([S:19]([OH:22])(=[O:21])=[O:20])[CH:4]=2)=[CH:25][CH:26]=1

Komponenten

5

Edukt 3

HCID 4034-AminophenolHCID 5234Sodium ChlorideHCID 226281-Amino-4-bromo-9,10-dihydro-9,10-dioxo-2-anthracenesulfonic acid

Produkt 1

HCID 1062502-Anthracenesulfonic acid, 1-amino-9,10-dihydro-4-[(4-hydroxyphenyl)amino]-9,10-dioxo-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 24462Copper SulfateKatalysator

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

38.2 parts of 1-amino-4-bromo-2-sulfoanthraquinone (bromamine acid) are condensed in an aqueous suspension with 12.7 parts of 4-aminophenol with the addition of 1 part of copper(II) sulfate at a pH of 8.5 and a temperature of 70° C. over a period of 1 to 2 hours. This results in a dark blue solution. After cooling to 20°-25° C., the reaction mixture is acidified until reaching a pH of about 1, stirred at 60° C. for about 1 h, salted out with sodium chloride, and the dye chromophore 4-(4'-hydroxyphenyl)amino-1-amino-2-sulfoanthraquinone is isolated by suction filtration.

Aufarbeitung

  1. customThis results in a dark blue solution
  2. temperatureAfter cooling to 20°-25° C.

Quellen und Nachweise

ORD-Eintrag
ord-fa059cc8a0334a289ba4a236bfec793f
Quelldatensatz
uspto-grants-1997_03
Patentnummer
US05607481

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