HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Amino-2,6-dichlorophenol → 2-Chloro-N-(3,5-dichloro-4-hydroxy-phenyl)-4-trifluoromethyl-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Amino-2,6-dichlorophenol | HCID 80037 | — |
| Reactant | 2-Chloro-4-(trifluoromethyl)benzenesulfonyl chloride | HCID 2736675 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Chloro-N-(3,5-dichloro-4-hydroxy-phenyl)-4-trifluoromethyl-benzenesulfonamide | HCID 18511514 | 90.3% |
Reaction Steps
To a solution of 4-amino-2,6-dichlorophenol (Aldrich, 5.9 g, 33 mmol) in 30 mL of THF was added 2-chloro-4-trifluoromethylbenzenesulfonyl chloride (4.19 g, 15 mmol). The mixture was stirred overnight. The reaction mixture was filtered and washed with EtOAc. The filtrate was washed with 2N HCl, twice with a brine solution, dried over Na2SO4 and concentrated. The residue was purified by chromatography (20%-25% EtOAc/hexanes) to give 5.7 g (90%) of product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06583157B2 |
| Source dataset | uspto-grants-2003_06 |
| ORD ID | ord-a62dbd02728e4d29bc42786f1f8028f7 |
| Source note | uspto-grants-2003_06 |