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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433649Generated: November 1, 2026

Ethanol → N-(6-(4-Aminophenoxy)pyrimidin-4-yl)phenylamine

https://huagongshe.com/reaction/1433649

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
ReactantN-(6-(4-Nitrophenoxy)pyrimidin-4-yl)phenylamineHCID 22936302—
CatalystIronHCID 23925—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductN-(6-(4-Aminophenoxy)pyrimidin-4-yl)phenylamineHCID 2293640584.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

After suspending N-(6-(4-nitrophenoxy)pyrimidin-4-yl)phenylamine (508 mg, 1.65 mmol), iron powder (461 mg, 8.25 mmol) and ammonium chloride (882 mg, 16.5 mmol) in an ethanol (16 ml)-water (4 ml) mixed solvent, the suspension was heated and stirred at 80° C. for 20 minutes. Upon completion of the reaction, the reaction mixture was filtered with celite and washed in ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, the drying agent was filtered off and the filtrate was distilled off under reduced pressure. The obtained crude product was suspended in ethyl acetate, the suspension was diluted with hexane, and the crystals were filtered out, washed with hexane and then blow-dried: to obtain the title compound (387 mg, 1.39 mmol, 84%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612092B2
Source datasetuspto-grants-2009_11
ORD IDord-51ec4697edf249a491eceda5986afd92
Source noteuspto-grants-2009_11