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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 589306Generated: October 27, 2026

Hydrogen Peroxide → 2-(3-Chloro-4-hydroxyphenylamino)-5-[(2-hydroxyethyl)methylamino][1,4]benzoquinone

https://huagongshe.com/reaction/589306

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen PeroxideHCID 784—
Reactant4-Amino-2-chlorophenol hydrochlorideHCID 19807669—
Reactant4-methyl-3,4-dihydro-2H-1,4-benzoxazin-6-ol hydrobromideHCID 89620808—
SolventAcetoneHCID 180—
SolventAmmoniaHCID 222—
SolventWaterHCID 962—
Product2-(3-Chloro-4-hydroxyphenylamino)-5-[(2-hydroxyethyl)methylamino][1,4]benzoquinoneHCID 89620781—

Reaction Steps

To a solution of 0.90 g (0.005 mol) of 4-amino-2-chlorophenol hydrochloride in 5 ml of water and 2 ml of 20% aqueous ammonia is added a solution of 1.23 g (0.005 mol) of 4-methyl-3,4-dihydro-2H-1,4-benzoxazin-6-ol hydrobromide in 3 ml of water, 1 ml of 20% aqueous ammonia and 10 ml of acetone. The pH is adjusted to 9.5 with 20% aqueous ammonia. 17 ml of 6% aqueous hydrogen peroxide solution are added. After 3 hours, the precipitate is filtered off. 0.99 g of 2-(3-chloro-4-hydroxyphenylamino)-5-[(2-hydroxyethyl)methylamino][1,4]benzoquinone (compound 7) is obtained in the form of a brown powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233057B2
Source datasetuspto-grants-2016_01
ORD IDord-598d497d7ab34b13ac02eaf0b356983c
Source noteuspto-grants-2016_01