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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2260716Generated: October 27, 2026

Benzoic Acid → 5-(4-[2-(N-Benzoyl-N-methylamino)ethoxy]benzylidene)-2,4-thiazolidinedione

https://huagongshe.com/reaction/2260716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic AcidHCID 243—
ReactantThiazolidinedioneHCID 5437—
ReactantPiperidineHCID 8082—
Reactant4-[2-(N-Benzoyl-N-methylamino)ethoxy]benzaldehydeHCID 18998892—
SolventTolueneHCID 1140—
Product5-(4-[2-(N-Benzoyl-N-methylamino)ethoxy]benzylidene)-2,4-thiazolidinedioneHCID 54552296—

Reaction Steps

A mixture of 4-[2-(N-benzoyl-N-methylamino)ethoxy]benzaldehyde (3.94 g), 2,4-thiazolidinedione (1.79 g), benzoic acid (0.2 g) and piperidine (0.2 ml) were heated at reflux in toluene (250 ml) in a Dean and Stark apparatus. After 5 hours at reflux the mixture was allowed to cool and crystallise overnight. The title compound, mp 178-180° C., was filtered off, washed with cold toluene and dried under vacuum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05478851
Source datasetuspto-grants-1995_12
ORD IDord-a64358baef184d3998b3fda19dd189a7
Source noteuspto-grants-1995_12