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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 974716Generated: October 26, 2026

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

https://huagongshe.com/reaction/974716

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-AminophenolHCID 403—
ReactantSodium ChlorideHCID 5234—
Reactant1-Amino-4-bromo-9,10-dihydro-9,10-dioxo-2-anthracenesulfonic acidHCID 22628—
CatalystCopper SulfateHCID 24462—
Product2-Anthracenesulfonic acid, 1-amino-9,10-dihydro-4-[(4-hydroxyphenyl)amino]-9,10-dioxo-HCID 106250—

Reaction Conditions

Temperature60 °C

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05607481
Source datasetuspto-grants-1997_03
ORD IDord-fa059cc8a0334a289ba4a236bfec793f
Source noteuspto-grants-1997_03