HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-fluoro-N-methylbenzene-1-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methylamine hydrochloride | HCID 6364545 | — |
| Reactant | N-Methyl-(S)-(-)-4-[4-[2-(isochroman-1-yl)ethyl]piperazin-1-yl]benzenesulfonamide N-Methyl-4-fluorobenzenesulfonamide | HCID 86753846 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-fluoro-N-methylbenzene-1-sulfonamide | HCID 2440054 | — |
Reaction Steps
A mixture of 4-fluorobenzenesulfonyl chloride (III, Aldrich, 3.12 g), methylamine hydrochloride (1.17 g), triethylamine (4.8 ml) and THF (25 ml) are stirred at 20°-25° for five days. The mixture is then partitioned between dichloromethane, aqueous sodium bicarbonate, and saline. The organic phases are dried over magnesium sulfate and concentrated. The resulting solid is crystallized from dichloromethane/hexane and then recrystallized from methanol/dichloromethane to give N-methyl-4-fluorobenzenesulfonamide, NMR 2.67, 4.55, 7.21, 7.89 δ.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05877317 |
| Source dataset | uspto-grants-1999_03 |
| ORD ID | ord-7caed63a216645d6bbb3a4f7db62c4de |
| Source note | uspto-grants-1999_03 |