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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1194073Generated: October 30, 2026

Ethanol → 5-{4-[2-(6-Methyl-2-pyridyl)ethoxy]benzylidene}-2,4-thiazolidinedione

https://huagongshe.com/reaction/1194073

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantThiazolidinedioneHCID 5437—
ReactantPiperidineHCID 8082—
ReactantHCID 14211280HCID 14211280—
SolventAcetic AcidHCID 176—
Product5-{4-[2-(6-Methyl-2-pyridyl)ethoxy]benzylidene}-2,4-thiazolidinedioneHCID 54390895—

Reaction Steps

A mixture of 4-[2-(6-methyl-2-pyridyl)ethoxy]benzaldehyde (1.21 g), 2,4-thiazolidinedione (0.59 g), ethanol (50 ml) and piperidine (0.33 g) was heated under reflux for 16 hours. The reaction mixture was poured into ice-water and acidified with acetic acid. The resulting crystals were collected by filtration to give 5-{4-[2-(6-methyl-2-pyridyl)ethoxy]benzylidene}-2,4-thiazolidinedione. Yield: 1.34 g (78.5%). Recrystallization from methanol gave pale yellow prisms. m.p.: 180.5°-182° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04812570
Source datasetuspto-grants-1989_03
ORD IDord-fd6a5f8b86cc4c2cb6f426e054304434
Source noteuspto-grants-1989_03