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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1595534Generated: October 31, 2026

Toluene → 5-(4-[2-(4-Methylmercaptophenyl)ethoxy]benzylidene)thiazolidine-2,4-dione

https://huagongshe.com/reaction/1595534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantThiazolidinedioneHCID 5437—
Reactant4-[2-(4-Methylmercaptophenyl)ethoxy]benzaldehydeHCID 53781524—
CatalystAcetic AcidHCID 176—
CatalystPiperidineHCID 8082—
SolventWaterHCID 962—
Product5-(4-[2-(4-Methylmercaptophenyl)ethoxy]benzylidene)thiazolidine-2,4-dioneHCID 5446536380%

Reaction Steps

1 g (3.7 mmole) 4-[2-(4-Methylmercaptophenyl)ethoxy]benzaldehyde, 1.09 (9.25 mmole) 2,4-thiazolidinedione, 5 drops of piperidine, 6 drops of acetic acid and toluene were refluxed with water separation in a Dean-Stark apparatus for 1 hour. The heat was removed and the crystals were recrystallized in dichloromethane:methanol (95:5) to give 1.1 g (yield 80%) of 5-(4-[2-(4-methylmercaptophenyl)ethoxy]benzylidene)thiazolidine-2,4-dione.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06288096B1
Source datasetuspto-grants-2001_09
ORD IDord-6d70fe5c8ee4477abf8f8039d89eaad7
Source noteuspto-grants-2001_09