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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 387990Generated: October 30, 2026

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

https://huagongshe.com/reaction/387990

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 saline 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 numberUS08372981B2
Source datasetuspto-grants-2013_02
ORD IDord-a882d845f74f4f98bc25afba11330cb3
Source noteuspto-grants-2013_02