HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Pyridine → methyl 4-(N,N-dimethylsulfamoyl)amino-2-chlorobenzoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Pyridine | HCID 1049 | — |
| Edukt | Dimethylsulphamoyl chloride | HCID 83372 | — |
| Edukt | Methyl 4-Amino-2-chlorobenzoate | HCID 11839197 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | methyl 4-(N,N-dimethylsulfamoyl)amino-2-chlorobenzoate | HCID 22571711 | — |
Reaktionsschritte
Pyridine (0.4 mL) was added to a solution of methyl 4-amino-2-chlorobenzoate (0.3 g) in CH2Cl2 (10 mL) at 0° C. under N2. N,N-Dimethylsulfamoyl chloride (0.21 mL) was added and the mixture was stirred at room temperature for 16 hours and refluxed for 5 hours. DMAP (0.4 g) was added and the mixture was stirred for 3 hours. The mixture was diluted with CH2Cl2 (100 mL), washed successively with 1N HCl, brine, satd. NaHCO3 and brine, dried and evaporated. The residue was purified by flash column chromatography (silica gel; eluent: EtOAc/hexane 1:3) to give 0.31 g of methyl 4-(N,N-dimethylsulfamoyl)amino-2-chlorobenzoate. ESMS: m/z 293 (MH+)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06855843B2 |
| Quelldatensatz | uspto-grants-2005_02 |
| ORD ID | ord-b4dc9b02a77c414a895c085f1167af81 |
| Quellennotiz | uspto-grants-2005_02 |