HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → methyl 2-chloro-4-(N-methylmethylsulfonamido)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl 2-chloro-4-(methylsulfonamido)benzoate | HCID 54238017 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | methyl 2-chloro-4-(N-methylmethylsulfonamido)benzoate | HCID 18350493 | — |
Reaction Steps
78 μL of iodomethane and 447 mg of Cesium Carbonate were added to 300 mg of methyl 2-chloro-4-(methylsulfonamido)benzoate in 3 mL of DMF and stirred at room temperature for 16 hours. The reaction mixture was extracted in Ethyl Acetate twice with saturated bicarbonate and once with brine, dried over Magnesium Sulfate, filtered and concentrated to give crude methyl 2-chloro-4-(N-methylmethylsulfonamido)benzoate. 295 mg of methyl 2-chloro-4-(N-methylmethylsulfonamido)benzoate was hydrolyzed via Procedure M to yield 249 mg of 2-chloro-4-(N-methylmethylsulfonamido)benzoic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321761B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-99cff7f88a834160903853a505d9b95c |
| Source note | uspto-grants-2016_04 |