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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 5482Erstellt: 25. Oktober 2026

Dimethyl Sulfoxide → 5-[3-(Amino)propylthio]imidazo[1,2-a]pyridine

https://huagongshe.com/reaction/5482

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
EduktPotassium HydroxideHCID 14797—
EduktPseudourea, 2-(3-aminopropyl)-2-thio-, dihydrobromideHCID 145992—
Edukt5-Chloroimidazo[1,2-A]pyridineHCID 10953722—
LösungsmittelWaterHCID 962—
Produkt5-[3-(Amino)propylthio]imidazo[1,2-a]pyridineHCID 2336284964,3%

Reaktionsschritte

To a mixed solution of 10% (w/w) potassium hydroxide (69.3 g, 105 mmoles) and dimethylsulfoxide (50 ml) was added S-(3-aminopropyl)isothiourea dihydrobromide (8.85 g, 39 mmoles) and the mixture was stirred at room temperature for 1.5 hours. To the reaction mixture was added 5-chloroimidazo[1,2-a]pyridine (3.05 g, 20 mmoles), followed by stirring at room temperature and additionally at 65° C. for 20 hours. Water was added to the reaction mixture, which was extracted with chloroform, washed with 1N sodium hydroxide several times and dried over anhydrous magnesium sulfate. Then, the solvent was distilled off to obtain 2.66 g of the desired product (64.3%, pale yellow oily product).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05244908
Quelldatensatzuspto-grants-1993_09
ORD IDord-c26cb13241bf43e2bb978f5ffb81ffc1
Quellennotizuspto-grants-1993_09