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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 515151Generated: October 28, 2026

Morpholine → 2-(Ethylsulfinyl)-6-methyl-4-morpholin-4-yl-benzonitrile

https://huagongshe.com/reaction/515151

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Chloro-2-(ethylsulfinyl)-6-methyl-benzonitrileHCID 86699727—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product2-(Ethylsulfinyl)-6-methyl-4-morpholin-4-yl-benzonitrileHCID 8669972858.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

4-Chloro-2-(ethylsulfinyl)-6-methyl-benzonitrile (0.31 g, 1.36 mmol), morpholine (0.36 ml, 4.09 mmol) and potassium carbonate (0.24 g, 1.77 mmol) are taken up in N-methyl-2-pyrrolidone (3 ml) in a sealed tube and the resulting mixture is heated at 100° C. for 16 h. The mixture is then diluted with water (6 ml) and extracted with ethyl acetate (3×10 ml). The organic layer is washed with water (2×10 ml), brine (20 ml), dried over anhydrous sodium sulfate and evaporated to get the crude product, which is purified by column chromatography (silica gel, 50% ethyl acetate/hexane) to yield 2-(ethylsulfinyl)-6-methyl-4-morpholin-4-yl-benzonitrile (0.22 g, 0.79 mmol, 58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108936B2
Source datasetuspto-grants-2015_08
ORD IDord-fe49e75035a64c8f8da9247baf5c6c18
Source noteuspto-grants-2015_08