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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 50638Generated: October 27, 2026

Phenethylamine → 2-[2-(2-Fluorophenyl)-3-(2-phenylethyl)-4-oxo-thiazolidin-5-yl]-acetic acid

https://huagongshe.com/reaction/50638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenethylamineHCID 1001—
Reactant(+-)-Mercaptosuccinic acidHCID 6268—
ReactantTrimethyl orthoformateHCID 9005—
Reactanto-FluorobenzaldehydeHCID 67970—
SolventEthyl AcetateHCID 8857—
Product2-[2-(2-Fluorophenyl)-3-(2-phenylethyl)-4-oxo-thiazolidin-5-yl]-acetic acidHCID 22736553—

Reaction Steps

A solution of phenylethylamine (85 μl), 2-fluorobenzaldehyde (143 μl) and mercaptosuccinic acid (306 mg) and trimethyl orthoformate (0.5 mL) in THP (3 mL) was heated at 80° C. for 4 hrs. The reaction mixture was cooled, diluted with EtOAc (2 mL) and washed twice with 2 ml of 1N HCl. The organic layer was concentrated to give a residue that was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06713477B1
Source datasetuspto-grants-2004_03
ORD IDord-601b27046db14f1eb07f3a4a77cbdb06
Source noteuspto-grants-2004_03