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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 357085Generated: October 25, 2026

Water → 5-(1-Methylpiperazin-4-yl)methylene-3-[4-(imidazo[1,2-a]pyridin-5-ylthio)butyl]thiazolidine-2,4-dione

https://huagongshe.com/reaction/357085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantImidazo[1,2-a]pyridine,5-[(4-chlorobutyl)thio]-HCID 18936641—
Reactant5-(1-Methylpiperazin-4-yl)methylene-thiazolidine-2,4-dioneHCID 53650641—
SolventDimethylformamideHCID 6228—
Product5-(1-Methylpiperazin-4-yl)methylene-3-[4-(imidazo[1,2-a]pyridin-5-ylthio)butyl]thiazolidine-2,4-dioneHCID 53897240—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 241 mg (1.0 mmol) of 5-(4-chlorobutylthio)imidazo[1,2-a]pyridine and 227 mg (1.0 mmol) of 5-(1-methylpiperazin-4-yl)methylene-thiazolidine-2,4-dione in 10 ml of N,N-dimethylformamide, 0.15 ml (1.0 mmol) of 1,8-diazabicyclo[5.4.0]-7-undecene was added, followed by stirring at 80° C. for 3 hours. After the reaction mixture was cooled, water was added; the mixture was extracted with ethyl acetate and dried, after which the solvent was distilled off. The residue was purified by column chromatography (eluent, chloroform/ethanol=50/1) to yield 330 mg (76.0%, 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-1e9dc5af16e24c488b1091bd6fc6c67b
Source noteuspto-grants-1998_11