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HRID 357089Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/357089

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Edukt5-(Dimethylamino)methylene-thiazolidine-2,4-dioneHCID 567895—
EduktImidazo[1,2-a]pyridine,5-[(4-chlorobutyl)thio]-HCID 18936641—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-(Dimethylamino)methylene-3-[4-(imidazo[1,2-a]pyridin-5-ylthio)butyl]thiazolidine-2,4-dioneHCID 53797234—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a solution of 241 mg (1.0 mmol) of 5-(4-chlorobutylthio)imidazo[1,2-a]pyridine and 173 mg (1.0 mmol) of 5-(dimethylamino)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, n-hexane/ethyl acetate=1/4→ethyl acetate→chloroform/ethanol=10/1) to yield 310 mg (82.3%, yellow oily substance) of the desired product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05840732
Quelldatensatzuspto-grants-1998_11
ORD IDord-ff75dc621b7d464ebb668b21b1fa1dfb
Quellennotizuspto-grants-1998_11