HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Carbonate → 5-Chloro-2-imino-1-[3-(dimethylsulfamoyl)benzyl]-1,2-dihydropyridine-3-carboxamide hydrochloride
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 2-Cyano-2-(3,4-dichloro-5(2H)-oxo-2-furyl)acetamide | HCID 541792 | — |
| Edukt | 3-(Aminomethyl)-N,N-dimethylbenzenesulfonamide | HCID 16795356 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | 5-Chloro-2-imino-1-[3-(dimethylsulfamoyl)benzyl]-1,2-dihydropyridine-3-carboxamide hydrochloride | HCID 66969900 | 48,6% |
Reaktionsbedingungen
| Temperatur | 70 °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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07982044B2 |
| Quelldatensatz | uspto-grants-2011_07 |
| ORD ID | ord-a1d24b88d2a94249a280a33f527d0578 |
| Quellennotiz | uspto-grants-2011_07 |