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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1015708Generated: October 25, 2026

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

https://huagongshe.com/reaction/1015708

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Cyano-2-(3,4-dichloro-5(2H)-oxo-2-furyl)acetamideHCID 541792—
Reactant3-(Aminomethyl)-N,N-dimethylbenzenesulfonamideHCID 16795356—
SolventEthanolHCID 702—
Product5-Chloro-2-imino-1-[3-(dimethylsulfamoyl)benzyl]-1,2-dihydropyridine-3-carboxamide hydrochlorideHCID 6696990048.6%

Reaction Conditions

Temperature70 °C

Reaction Steps

(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).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07985862B2
Source datasetuspto-grants-2011_07
ORD IDord-bd89303a8e884d2b8883235d998a6a38
Source noteuspto-grants-2011_07