HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-[2-(3-(4-chlorophenyl)-4,5-dihydro-4-phenyl-1H-pyrazol-1-yl)ethyl]-3-(trifluoromethyl)benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(Trifluoromethyl)benzenesulfonyl chloride | HCID 2733250 | — |
| Reactant | HCID 18407264 | HCID 18407264 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-[2-(3-(4-chlorophenyl)-4,5-dihydro-4-phenyl-1H-pyrazol-1-yl)ethyl]-3-(trifluoromethyl)benzenesulfonamide | HCID 11627589 | 46.3% |
Reaction Steps
Part C: To a solution of 1-(2-aminoethyl)-3-(4-chlorophenyl)-4,5-dihydro-4-phenyl-1H-pyrazole (0.56 gram, 1.87 mmol) and diisopropylethylamine in acetonitrile (20 ml) was added 3-(trifluoromethyl)phenylsulfonyl chloride (0.35 ml, 2.18 mmol) and the resulting solution was stirred at room temperature for 20 minutes. After concentration in vacuo the residue was dissolved in ethylacetate and washed with 2 N sodium hydroxide solution. The ethylacetate layer was concentrated in vacuo. The resulting oil was crystallised from a small amount of diisopropyl ether to afford crystalline N-[2-(3-(4-chlorophenyl)-4,5-dihydro-4-phenyl-1H-pyrazol-1-yl)ethyl]-3-(trifluoromethyl)benzenesulfonamide (0.44 gram, 46% yield). Melting point: 94-96° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06476060B2 |
| Source dataset | uspto-grants-2002_11 |
| ORD ID | ord-7aaa8b75887246e0b5ec1bf20e859407 |
| Source note | uspto-grants-2002_11 |