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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1172299Generated: October 31, 2026

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

https://huagongshe.com/reaction/1172299

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 numberUS07834000B2
Source datasetuspto-grants-2010_11
ORD IDord-c4e9b0117f7f4f3b8d81485e9fc7148c
Source noteuspto-grants-2010_11