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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433474Generated: October 30, 2026

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

https://huagongshe.com/reaction/1433474

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 numberUS07612092B2
Source datasetuspto-grants-2009_11
ORD IDord-ba1957c9362d49749f08c0dca1b2c858
Source noteuspto-grants-2009_11