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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 587103Generated: October 26, 2026

Ammonia → 2-[4-Amino-3-[4-[ethyl(propan-2-yl)amino]phenyl]imino-6-iminocyclohexa-1,4-dien-1-yl]oxyethanol;hydrochloride

https://huagongshe.com/reaction/587103

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant2-(2',4'-Diaminophenoxy)ethanol dihydrochlorideHCID 47932—
ReactantN-Ethyl-N-isopropyl-p-phenylenediamine hydrochlorideHCID 16211123—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product2-[4-Amino-3-[4-[ethyl(propan-2-yl)amino]phenyl]imino-6-iminocyclohexa-1,4-dien-1-yl]oxyethanol;hydrochlorideHCID 14066283513.5%

Reaction Steps

To a solution of 2.14 g (0.01 mol) of N-ethyl-N-isopropyl-4-aminoaniline hydrochloride and 2.41 g (0.01 mol) of 2-(2,4-diaminophenoxy)ethanol dihydrochloride in 10 ml of water and 10 ml of ethanol, brought to pH 9.5 with 20% aqueous ammonia, are added dropwise 5.7 g of 30% aqueous peroxide hydrogen solution (0.05 mol). After stirring for 6 hours at room temperature, a gum forms. The supernatant is removed and the residual gum is washed with four times of water and then taken up in dichloromethane in order to perform a chromatography (eluent: dichloromethane/methanol 98/2 v/v). 510 mg of 2-{4-amino-3-[4-(ethylisopropylamino)phenylimino]-6-iminocyclohexa-1,4-dienyloxy}ethanol hydrochloride 66 are thus obtained in the form of a black powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09226883B2
Source datasetuspto-grants-2016_01
ORD IDord-a24c5e1123f1461692081a9448e9dce6
Source noteuspto-grants-2016_01