HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 5-(4-Trifluoromethylphenylaminosulfonyl)-2-oxindole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-(Trifluoromethyl)aniline | HCID 9964 | — |
| Reactant | 2-oxo-2,3-dihydro-1H-indole-5-sulfonyl chloride | HCID 4962506 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-(4-Trifluoromethylphenylaminosulfonyl)-2-oxindole | HCID 9798777 | 37.2% |
Reaction Steps
A suspension of 2.1 g of 5-chlorosulfonyl-2-oxindole, 1.6 g of 4-trifluoromethylaniline and 1.4 g of pyridine in 20 mL of dichloromethane was stirred at room temperature for 4 hours. The precipitate which formed was collected by vacuum filtration, washed twice with 5 mL of water and dried under vacuum at 40° C. overnight to give 2.4 g of crude product containing some impurities by thin layer chromatography. The crude product was chromatographed on silica gel eluting with ethyl acetate:hexane (1:2) to give 1.2 g (37% yield) of 5-(4-trifluoromethylphenyl-aminosulfonyl)-2-oxindole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06855730B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-3dd397060f5746a9aec2d2ff10855546 |
| Source note | uspto-grants-2005_02 |