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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 660317Generated: October 29, 2026

Water → Ethyl 2-(2-thioxo-2,3-dihydrobenzoxazol-5-yl)propionate

https://huagongshe.com/reaction/660317

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhenyl thioxochloroformateHCID 70498—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantEthyl 3-amino-4-hydroxy-phenyl-propionateHCID 12202638—
SolventDimethylformamideHCID 6228—
ProductEthyl 2-(2-thioxo-2,3-dihydrobenzoxazol-5-yl)propionateHCID 20319623—

Reaction Steps

A solution of 2-(3-amino-4-hydroxy-phenyl)-propionic acid ethyl ester (370 mg) in DMF (2 mL) was added phenyl chlorothionoformate (380 mg in DMF), and DBU (540 mg, in DMF) at room temperature. The reaction mixture was stirred for 16 h at room temperature and water was added to this mixture. The resulting mixture was extracted with ethyl ether. The combined organic layer was dried over magnesium sulfate, filtered and concentrated in vacuo. The resulting residue was chromatographed on silica gel (n-Hex:EtOAc=4:1) to afford the product as white solid. (130 mg, 29.2%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084484B2
Source datasetuspto-grants-2011_12
ORD IDord-d47d54ef4c0341d2af21bb3d8816303e
Source noteuspto-grants-2011_12