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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1199755Generated: October 25, 2026

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

https://huagongshe.com/reaction/1199755

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-ToluidineHCID 7813—
Reactant9,10-Anthracenedione, 1-bromo-4-(methylamino)-HCID 31418—
ReactantSodium AcetateHCID 517045—
CatalystCupric acetateHCID 8895—
SolventMethanolHCID 887—
Product1-(Methylamino)-4-((4-methylphenyl)amino)anthraquinoneHCID 6719582%

Reaction Steps

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%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04902798
Source datasetuspto-grants-1990_02
ORD IDord-898959b639a845fca73b13ecc9ee2bad
Source noteuspto-grants-1990_02