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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223427Generated: November 3, 2026

Methanesulfonyl chloride → (S)-Glycidyl N-Methylsulfonyl-m-Aminophenyl Ether

https://huagongshe.com/reaction/2223427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-{[(2S)-Oxiran-2-yl]methoxy}anilineHCID 45091038—
SolventDichloromethaneHCID 6344—
Product(S)-Glycidyl N-Methylsulfonyl-m-Aminophenyl EtherHCID 8659351245%

Reaction Steps

Compound 16b-S (0.4 g, 2.4 mmol) dissolved in 20 ml anhydrous DCM, and N,N-diisopropyl-N-ethylamine (0.45 ml, 2.6 mmol) was added at 0° C. After stirring for 15 minutes, methanesulfonyl chloride (0.2 ml, 2.6 mmol) was added to the reaction mixture at 0° C. After stirring overnight, the reaction mixture was extracted with water and washed with brine. The organic phase was dried and evaporated. The residue was purified with flash chromatography using ethyl acetate:DCM (30:70) solvent to give a colorless oil (45% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375136B2
Source datasetuspto-grants-2008_05
ORD IDord-12f0b312c30941e8b6fdd8ccbb1b09c0
Source noteuspto-grants-2008_05