HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 67044384, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Fluoro-N-methylaniline | HCID 68024 | — |
| Reactant | Benzoic acid, 2-(chlorosulfonyl)-, methyl ester | HCID 117830 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ammonia | HCID 222 | — |
| Product | HCID 67044384 | HCID 67044384 | 87.6% |
Reaction Steps
A solution of 4-fluoro-N-methylaniline (0.53 g), triethylamine (0.65 g) and dichloromethane (2.0 mL) was treated with 2-chlorosulfonylbenzoic acid methyl ester (1.0 g), and the resulting mixture was stirred at room temperature for 24 hours. The mixture was partitioned between water and dichloromethane, and the organic phase was washed with saturated aqueous sodium chloride solution and dried over sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by column chromatography on SCX-2, eluting with methanol and then 2.0 M ammonia in methanol to afford the title compound as a pale yellow solid (1.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394836B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-24251733ba2a4c1ebb9efb03f266d448 |
| Source note | uspto-grants-2013_03 |