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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 427280Generated: October 29, 2026

Benzoic Acid → HCID 53707664, compound

https://huagongshe.com/reaction/427280

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic AcidHCID 243—
ReactantThiazolidinedioneHCID 5437—
ReactantPiperidineHCID 8082—
Reactant4-(2,2-Diethoxyethoxy)benzaldehydeHCID 18760889—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 53707664HCID 5370766483.5%

Reaction Steps

A mixture of 4-[(2,2-diethoxy]ethoxy]benzaldehyde (10.6 g, 44.53 mmol), thiazolidin-2,4-dione (5.21 g, 44.53 mmol), benzoic acid (0.70 g, 5.78 mmol) and piperidine (0.64 mL, 6.7 mmol) in toluene (150 mL) was refluxed for 2 h with continuous removal of water. The reaction mixture was cooled to room temperature and diluted with EtOAc (150 ml). The mixture was washed with water, brine, dried over anhydrous Na2SO4 and concentrated. The crude compound was purified by column chromatography using EtOAc:pet. ether (1:2) as eluent to afford the title compound (12.54 g, 70%) as a brown coloured liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06313113B1
Source datasetuspto-grants-2001_11
ORD IDord-08dba9a98b3e4661a8399b6bf0ae5527
Source noteuspto-grants-2001_11