Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1523705Generated: October 26, 2026

(S)-(+)-N-(2,3-Epoxypropyl)phthalimide → 2-[[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl]isoindole-1,3-dione

https://huagongshe.com/reaction/1523705

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-(+)-N-(2,3-Epoxypropyl)phthalimideHCID 719412—
ReactantMagnesium ChlorideHCID 5360315—
Reactant4-(4-Isocyanatophenyl)morpholin-3-oneHCID 53341421—
SolventIsoamyl AcetateHCID 31276—
Product2-[[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl]isoindole-1,3-dioneHCID 1169031795.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

(S)-2-(oxiran-2-ylmethyl)isoindoline-1,3-dione (4.56 g, 22.46 mmol, 1.3 eq.) and 4-(4-isocyanatophenyl)morpholin-3-one (3.77 g, 17.29 mmol) were dissolved in isoamyl acetate (70 mL) respectively, and heated to 120° C. Then magnesium chloride (0.12 g, 1.28 mmol) was added, the mixture was reacted for 4 h, white solid was obtained by filtration (6.97 g, yield: 95.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079892B2
Source datasetuspto-grants-2015_07
ORD IDord-0b9f202109ab4ef4a6965f916852ec03
Source noteuspto-grants-2015_07