HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(4-Chlorophenyl)ethane-1-sulfonyl chloride → 2-[2-(4-Chloro-phenyl)-ethanesulfonylamino]-5-methoxy-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(4-Chlorophenyl)ethane-1-sulfonyl chloride | HCID 2757780 | — |
| Reactant | 2-Amino-5-methoxybenzenesulfonamide | HCID 11252665 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 2-[2-(4-Chloro-phenyl)-ethanesulfonylamino]-5-methoxy-benzenesulfonamide | HCID 68784946 | 88.6% |
Reaction Steps
To a solution of 2-amino-5-methoxy-benzenesulfonamide (4.0 g, 19.80 mmol) in pyridine (60 mL), 2-(4-chloro-phenyl)-ethanesulfonyl chloride (4.73 g, 19.79 mmol) was added slowly at 0° C. The reaction mixture was stirred at RT for 16 h and then concentrated under reduced pressure at 35° C. The residue was then partitioned between ethyl acetate and 1N HCl. The organic layer was separated, dried over sodium sulfate and concentrated in vacuo. The crude product was purified by flash column chromatography using ethyl acetate/hexane (1:1) to give the title compound (7.1 g, 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09145380B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-f31523dc0a204f9f99de28f9596ef87a |
| Source note | uspto-grants-2015_09 |