HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-(5-chloroacetylamino-2-phenoxyphenyl)methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | N-(5-amino-2-phenoxyphenyl)methanesulfonamide | HCID 15285979 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(5-chloroacetylamino-2-phenoxyphenyl)methanesulfonamide | HCID 15285980 | 75.3% |
Reaction Steps
To 150 ml of a dichloromethane solution containing 15.0 g of N-(5-amino-2-phenoxyphenyl)methanesulfonamide and 4.7 g of pyridine was added 6.7 g of chloroacetyl chloride under ice-cooling, followed by stirring for an hour. Water was added to the reaction solution, followed by extraction with dichloromethane. The organic layer was successively washed with water and a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. After evaporation of the solvent, the residue was recrystallized from ethyl acetate-n-hexane to give 14.4 g of N-(5-chloroacetylamino-2-phenoxyphenyl)methanesulfonamide as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05521311 |
| Source dataset | uspto-grants-1996_05 |
| ORD ID | ord-663c000ef64a431a98b908c8e984c9f8 |
| Source note | uspto-grants-1996_05 |