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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1595527Generated: November 1, 2026

Water → 5-(4-[2-(4-(2-Propanesulfonyloxy)phenyl)ethoxy]benzylidene)thiazolidine-2,4-dione

https://huagongshe.com/reaction/1595527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTolueneHCID 1140—
ReactantThiazolidinedioneHCID 5437—
ReactantHCID 21705008HCID 21705008—
CatalystAcetic AcidHCID 176—
CatalystPiperidineHCID 8082—
SolventAcetoneHCID 180—
Product5-(4-[2-(4-(2-Propanesulfonyloxy)phenyl)ethoxy]benzylidene)thiazolidine-2,4-dioneHCID 8675737858.6%

Reaction Steps

1.4 g (4 mmole) 4-[2-(4-formylphenoxy)ethyl]phenyl 2-propanesulfonate, 0.94 (8 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. When the starting material was consumed the heat was removed and the formed crystals were recrystallized in water:acetone to give 1.5 g (yield 58.6%) of 5-(4-[2-(4-(2-propanesulfonyloxy)phenyl)ethoxy]benzylidene)thiazolidine-2,4-dione.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06288096B1
Source datasetuspto-grants-2001_09
ORD IDord-c55b2f353c3445c58d1496bff4d4a962
Source noteuspto-grants-2001_09