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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 387822Generated: October 30, 2026

Dimethyl Sulfoxide → 4-(4-Amino-3-chlorophenoxy)pyridin-2-ylamine

https://huagongshe.com/reaction/387822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantSodium hydrideHCID 24758—
Reactant4-Amino-3-chlorophenolHCID 87184—
Reactant2-Amino-4-chloropyridineHCID 581866—
SolventWaterHCID 962—
Product4-(4-Amino-3-chlorophenoxy)pyridin-2-ylamineHCID 2293679855.6%

Reaction Steps

The publicly known compound 2-amino-4-chloropyridine (5.0 g), 4-amino-3-chlorophenol (11 g), sodium hydride (60% in oil) (3.1 g) and dimethylsulfoxide (80 ml) were stirred at 160° C. for 9.5 hours. Water was added, extraction was performed with ethyl acetate, and the extract solution was washed 5 times with water. The extract solution was then passed through a glass filter coated with silica gel. The silica gel was washed with ethyl acetate, the ethyl acetate layers were combined, and the solvent was distilled off under reduced pressure to obtain 5.1 g of a dark violet solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372981B2
Source datasetuspto-grants-2013_02
ORD IDord-4161df7ccaf943da891f541e85c64f9f
Source noteuspto-grants-2013_02