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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 447809Erstellt: 24. Oktober 2026

Potassium Carbonate → 5-Chloro-2-imino-1-[3-(dimethylsulfamoyl)benzyl]-1,2-dihydropyridine-3-carboxamide hydrochloride

https://huagongshe.com/de/reaction/447809

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt2-Cyano-2-(3,4-dichloro-5(2H)-oxo-2-furyl)acetamideHCID 541792—
Edukt3-(Aminomethyl)-N,N-dimethylbenzenesulfonamideHCID 16795356—
LösungsmittelEthanolHCID 702—
Produkt5-Chloro-2-imino-1-[3-(dimethylsulfamoyl)benzyl]-1,2-dihydropyridine-3-carboxamide hydrochlorideHCID 6696990048,6%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

(Step 2) To a suspension of 2-cyano-2-(3,4-dichloro-5-oxo-2,5-dihydrofuran-2-yl)acetamide (0.73 g) and 3-(aminomethyl)-N,N-dimethylbenzenesulfonamide obtained in Step 1 (1.0 g) in ethanol (10 ml) was added potassium carbonate (0.65 g) at room temperature, and the mixture was stirred overnight at 70° C. The reaction solution was filtered through celite. The solvent was evaporated under reduced pressure. The residue was purified by basic silica gel column chromatography (ethyl acetate:hexane=7:3→1:0). 4N Hydrochloride-ethyl acetate solution (1 ml) was added to the obtained yellow oil, and the precipitated crystals were collected by filtration, and recrystallized to give the title compound (306 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08481569B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-98c41bf1a73c4337898bd81d5f263ce2
Quellennotizuspto-grants-2013_07