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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 853517Generated: October 30, 2026

Water → N-(6-(4-Nitrophenoxy)pyrimidin-4-yl)phenylamine

https://huagongshe.com/reaction/853517

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAnilineHCID 6115—
ReactantEthyl AcetateHCID 8857—
Reactant4-Chloro-6-(4-nitrophenoxy)pyrimidineHCID 14363850—
SolventHexaneHCID 8058—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductN-(6-(4-Nitrophenoxy)pyrimidin-4-yl)phenylamineHCID 2293630282.5%

Reaction Steps

4-Chloro-6-(4-nitrophenoxy)pyrimidine (508 mg, 2.00 mmol) and aniline (559 mg, 6.00 mmol) were heated and stirred in 1-methylpyrrolidone (5 ml) at 90° C. for 3 hours. The reaction solution was distributed between ethyl acetate and water, the organic layer was washed with water and 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 subjected to silica gel column chromatography (eluent—ethyl acetate:hexane=1:3), and the fraction containing the target substance was concentrated to obtain the title compound (508 mg, 1.65 mmol, 82%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253286B2
Source datasetuspto-grants-2007_08
ORD IDord-97d54b3243174f38a28c533102228097
Source noteuspto-grants-2007_08