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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 357137Generated: October 30, 2026

Water → 3-[4-(Imidazo[1,2-a]pyridin-5-ylsulfinyl)butyl]thiazolidine-2,4-dione

https://huagongshe.com/reaction/357137

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantThiazolidinedioneHCID 5437—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant5-(4-Chlorobutylsulfinyl)imidazo[1,2-a]pyridineHCID 18936853—
SolventDimethylformamideHCID 6228—
Product3-[4-(Imidazo[1,2-a]pyridin-5-ylsulfinyl)butyl]thiazolidine-2,4-dioneHCID 18936795—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 0.51 g (2.0 mmol) of 5-(4-chlorobutylsulfinyl)imidazo[1,2-a]pyridine and 0.355 g (2.0 mmol) of thiazolidine-2,4-dione in 10 ml of N,N-dimethylformamide, 0.30 ml (2.0 mmol) of 1,8-diazabicyclo[5.4.0]-7-undecene was added, followed by heating at 80° C. for 16 hours. After cooling, the reaction mixture was poured into water, extracted with ethyl acetate, washed with water and dried, after which the solvent was distilled off. The residue was purified by column chromatography (eluent, chloroform→chloroform/methanol=50/1) to yield 0.33 g (49.0%, light yellow oily substance) of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05840732
Source datasetuspto-grants-1998_11
ORD IDord-cc3e941c7e3f489cb1ab78c7c7ec8ee8
Source noteuspto-grants-1998_11