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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 4514Generated: October 26, 2026

Potassium Carbonate → 3-Chloro-4-[(5-chloropyrimidin-2-yl)oxy]aniline

https://huagongshe.com/reaction/4514

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Amino-2-chlorophenolHCID 77578—
Reactant2,5-DichloropyrimidineHCID 590641—
ReactantN-(2-nitrobenzoyl)-N'-[3-chloro-4-(5-chloro-2-pyrimidinyloxy)phenyl]ureaHCID 13771441—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product3-Chloro-4-[(5-chloropyrimidin-2-yl)oxy]anilineHCID 14097091—

Reaction Steps

N-(2-nitrobenzoyl)-N'-[3-chloro-4-(5-chloro-2-pyrimidinyloxy)phenyl]urea (1) Into a flask, 1.50 g of 2,5-dichloropyrimidine, 1.45 g of 4-amino-2-chlorophenol, 2.76 g of potassium carbonate and 15 ml of dimethylsulfoxide, were introduced, and reacted in a nitrogen atmosphere at 100° C. for 1.5 hours under stirring. After the completion of the reaction, the product was poured into water, and extracted with diethyl ether. The extract was washed with a saturated sodium chloride aqueous solution, and dried over anhydrous sodium sulfate, and then the solvent was distilled off. The crude product thereby obtained was purified and isolated by silica gel column chromatography to obtain 2.20 g of 3-chloro-4-(5-chloro-2-pyrimidinyloxy)aniline having a melting point of from 95 to 96° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04727077
Source datasetuspto-grants-1988_02
ORD IDord-9d1b517cc1984e3fb05e9d6f78f2916e
Source noteuspto-grants-1988_02