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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052465Generated: November 2, 2026

Sodium hydride → HCID 60207431, compound

https://huagongshe.com/reaction/1052465

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Chloro-5-nitroanisoleHCID 70519—
Reactant3-(Dimethylamino)-1-propanolHCID 76646—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 60207431HCID 6020743135.6%

Reaction Steps

3-(Dimethylamino)propan-1-ol (1 g, 10.6 mmol) was dissolved in dimethylsulfoxide (20 ml) and sodium hydride (0.42 g, 10.5 mmol) was added. After stirring at room temperature for 15 min, 1-chloro-2-methoxy-4-nitrobenzene (1 g, 5.3 mmol) in dimethylsulfoxide (10 ml) was added and the reaction mixture stirred 4 h at room temperature. The reaction mixture was diluted with water, extracted with ethyl acetate, and the organic phase dried over magnesium sulphate and filtered. After evaporation of the solvent, the residue was purified by flash chromatography using SP1® Purification System (0% to 85%, ethyl acetate-methanol) to obtain 480 mg (34% yield) of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388189B2
Source datasetuspto-grants-2016_07
ORD IDord-a6f39893f0414d53afad8dd76ac051cf
Source noteuspto-grants-2016_07