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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1859940Generated: November 1, 2026

Methanesulfonyl chloride → 2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl methanesulfonate

https://huagongshe.com/reaction/1859940

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantN-(2-Hydroxyethyl)phthalimideHCID 77499—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
Product2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl methanesulfonateHCID 1862586267.7%

Reaction Steps

After methanesulfonyl chloride (12.7 g) was added to a solution of N-(2-hydroxyethyl)phthalimide (19.1 g) in anhydrous dichloromethane (200 ml), triethylamine (20 ml) was added dropwise to the mixture in an ice bath. The mixture was stirred at ambient temperature for 4 hours. At the end of this time the reaction mixture was concentrated under reduced pressure. The residual solid was washed with ethyl acetate and water and then recrystallized from ethyl acetate to afford the desired compound (18.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06528525B1
Source datasetuspto-grants-2003_03
ORD IDord-68ef658b092743ee90ebd74af6f51dcd
Source noteuspto-grants-2003_03