HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-Chloro-N-[3,5-dichloro-4-(6-chlorobenzothiazol-2-yloxy)-phenyl]-4-trifluoromethyl-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Chloro-4-(trifluoromethyl)benzene-1-sulfonyl chloride | HCID 22148755 | — |
| Reactant | 3,5-Dichloro-4-(6-chloro-benzothiazol-2-yloxy)-phenylamine | HCID 22148776 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 2-Chloro-N-[3,5-dichloro-4-(6-chlorobenzothiazol-2-yloxy)-phenyl]-4-trifluoromethyl-benzenesulfonamide | HCID 10303874 | 65% |
Reaction Steps
A solution of 3,5-dichloro-4-(6-chloro-benzothiazol-2-yloxy)-phenylamine (364) (2.0 g, 5.79 mmol) and 3-chloro-4-trifluoromethylbenzenesulfonylchloride (1.7 g, 6.08 mmol) in pyridine (10 ml) was stirred at room temperature. After 3-hr water was added to the reaction mixture, which was then acidify by 2N HCl. Reaction mixture was extracted twice with AcOEt. Organic layer was washed by brine, dried over MgSO4 and concentrated. Crude residue was purified by column chromatography (H/A=4/1, 80 g of silica gel) to afford title compound 365 (2.11 g, 65%) as a white solid. mp 82-84° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07626033B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-1ab5b444339547a2945dcde630ca15ca |
| Source note | uspto-grants-2009_12 |