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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 5435Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/5435

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% potassium hydroxide (69.3 g, 105 mmoles) and dimethylsulfoxide (50 ml) was added S-[3-(amino)propyl]isothiourea.dihydrobromide (8.85 g, 39 mmoles) and the mixture was stirred at room temperature for 1.5 hours. To the reaction solution was added 5-chloroimidazo[1,2-a]pyridine (3.05 g, 20 mmoles), followed by stirring at room temperature for 1.5 hours and additional stirring at 65° C. for 20 hours. Water was added to the reaction solution, which was extracted with chloroform, washed several times with 1N-sodium chloride and dried over anhydrous magnesium sulfate. After 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-cb1bba4ddd074106a9df010f3e7867aa
Quellennotizuspto-grants-1993_09