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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695898Generated: November 1, 2026

Benzaldehyde → 2-(3-Methyl-4-oxo-2-phenylthiazolidin-5-yl)acetic acid

https://huagongshe.com/reaction/1695898

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
Reactant(+-)-Mercaptosuccinic acidHCID 6268—
ReactantMethylamine hydrochlorideHCID 6364545—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-(3-Methyl-4-oxo-2-phenylthiazolidin-5-yl)acetic acidHCID 59554992—

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of benzaldehyde (0.75 mmol, 79.6 mg) and methylamine hydrochloride (60.8 mg, 0.9 mmol) in DMF (0.5 ml) with 4 Å molecular sieves was heated at 80° C. for 2 hours. A solution of mercaptosuccinic acid (1.13 mmol, 168 mg) in DMF (0.2 ml) was added and the reaction was heated at 80° C. for an additional 16 hours. The reaction mixture was diluted with water and extracted with EtOAc. The organic layer was washed with 1N HCl, water and evaporated to dryness to give the desired product which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163737B2
Source datasetuspto-grants-2012_04
ORD IDord-03735024365143398806fb0a793c176b
Source noteuspto-grants-2012_04