HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 68509481, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Amino-5-bromopyridine | HCID 817681 | — |
| Reactant | 2,4-Difluorobenzenesulfonyl Chloride | HCID 2734273 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68509481 | HCID 68509481 | 52.3% |
Reaction Steps
A solution of 5-bromo-3-pyridinamine (104 mmol) in dichloromethane (55 mL) was added dropwise over ˜60 min to a stirred solution of triethylamine (230 mmol) and 2,4-difluorobenzenesulfonyl chloride (235 mmol) in dichloromethane (300 mL). After 1.5 h, additional 2,4-difluorobenzenesulfonyl chloride (53.4 mmol) was added, and after 2 days, more 2,4-difluorobenzenesulfonyl chloride (47.0 mmol) and triethylamine (108 mmol) were added. After 1 h, the resulting mixture of mono- and bis-sulfonylation products was concentrated in vacuo and the residue was suspended in methanol (500 mL) and then filtered to provide N-(5-bromo-3-pyridinyl)-N-[(2,4-difluorophenyl)sulfonyl]-2,4-difluorobenzenesulfonamide as a white solid (54.4 mmol, 52%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592342B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-ac1ce8fdc7c6410b90f76e65789f0c5b |
| Source note | uspto-grants-2009_09 |