HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → N-cyclopropyl-N-methyl-2-nitrobenzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-cyclopropyl-2-nitrobenzenesulfonamide | HCID 796630 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-cyclopropyl-N-methyl-2-nitrobenzenesulfonamide | HCID 47169839 | 89.8% |
Reaction Steps
To a mixture of N-cyclopropyl-2-nitrobenzenesulfonamide (5.63 g), potassium carbonate (4.82 g) and N,N-dimethylformamide (60 mL), methyl iodide (2.17 mL) was added and stirred at room temperature for 6 hours. The reaction mixture was evaporated under reduced pressure, and the residue was diluted with water and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate, followed by distilling off the solvent under reduced pressure. The residue was purified by silica gel column chromatography (eluent; n-hexane:diethyl ether=1:0-1:1) to give N-cyclopropyl-N-methyl-2-nitrobenzenesulfonamide (5.35 g) as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318702B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-4f791ea3186942b3978244b86ed62b3f |
| Source note | uspto-grants-2012_11 |