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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 853518Generated: October 30, 2026

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

https://huagongshe.com/reaction/853518

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 numberUS07253286B2
Source datasetuspto-grants-2007_08
ORD IDord-0a9b0df7b60447e1944f4a405caefea4
Source noteuspto-grants-2007_08