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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1009186Generated: October 26, 2026

4-Hydroxybenzaldehyde → 5-((4-Hydroxyphenyl)methylene)-2,4-thiazolidinedione

https://huagongshe.com/reaction/1009186

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantAcetic AcidHCID 176—
ReactantThiazolidinedioneHCID 5437—
ReactantPiperidineHCID 8082—
SolventTolueneHCID 1140—
Product5-((4-Hydroxyphenyl)methylene)-2,4-thiazolidinedioneHCID 51782285%

Reaction Steps

A mixture of p-hydroxybenzaldehyde (vi; 0.5 mmol), 2,4-thiazolidinedione, (0.6 mmol), and catalytic amounts of piperidine and AcOH was refluxed in toluene (5 mL) for 24 h. The precipitated product was filtered, washed with toluene (3×10 mL), and dried in vacuo at 60° C. overnight, yielding 5-(4-hydroxybenzylidene)-thiazolidine-2,4-dione (vii) in a 85% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973062B2
Source datasetuspto-grants-2011_07
ORD IDord-055cc3d325ae41eb8eb284ffa6a4fd0d
Source noteuspto-grants-2011_07