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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1595516Generated: November 1, 2026

Acetic Acid → 5-(4-[2-(4-Tert-butylaminocarbonyloxyphenyl)ethoxy]benzylidene)thiazolidine-2,4-dione

https://huagongshe.com/reaction/1595516

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantThiazolidinedioneHCID 5437—
ReactantPiperidineHCID 8082—
Reactant4-[2-(4-formylphenoxy)ethyl]phenyl N-(tert-butyl)carbamateHCID 21704974—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product5-(4-[2-(4-Tert-butylaminocarbonyloxyphenyl)ethoxy]benzylidene)thiazolidine-2,4-dioneHCID 5429863945%

Reaction Steps

3.5 g (10.2 mmole) 4-[2-(4-formylphenoxy)ethyl]phenyl N-(tert-butyl)carbamate, 3 g (25.5 mmole) 2,4-thiazolidindione, 0.1 g piperidine and 0.07 g acetic acid in toluene was refluxed with water separation in a Dean-Stark apparatus. The solvent was evaporated in vacuo, acetone and water was added and the formed precipitate was filtered off to give 2 g (yield 45%) of 5-(4-[2-(4-tert-butylaminocarbonyloxyphenyl)ethoxy]benzylidene)thiazolidine-2,4-dione.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06288096B1
Source datasetuspto-grants-2001_09
ORD IDord-9621847e352d4a6790f2afed5304c417
Source noteuspto-grants-2001_09