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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 473634Generated: October 30, 2026

4-Aminophenol → 4-(3-Chloropyrazin-2-yloxy)benzenamine

https://huagongshe.com/reaction/473634

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-AminophenolHCID 403—
ReactantCesium carbonateHCID 10796—
Reactant2,3-DichloropyrazineHCID 78575—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product4-(3-Chloropyrazin-2-yloxy)benzenamineHCID 20133974—

Reaction Steps

To a round-bottomed flask was added 2,3-dichloropyrazine (7.3582 g, 49.4 mmol), 4-aminophenol (5.39 g, 49.4 mmol), and cesium carbonate (48.3 g, 148 mmol) in DMSO (165 mL) at 110° C. to stir overnight. The reaction mixture was diluted with water and extracted with EtOAc. The organic extract was washed with water, sat NaCl, sat sodium bicarbonate, dried with magnesium sulfate, filtered, and concentrated to give the title compound. MS (ESI, pos. ion) m/z: 222.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637500B2
Source datasetuspto-grants-2014_01
ORD IDord-edb4d39bc15145d6914e6f7cba38a022
Source noteuspto-grants-2014_01