HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfonamide → N-[({2-[4-(3,5-Dimethyl-4-phenyl-1H-pyrazol-1-yl)phenyl]ethyl}amino)carbonyl]benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfonamide | HCID 7370 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Phenyl 2-[4-(3,5-dimethyl-4-phenyl-1H-pyrazol-1-yl)phenyl]ethylcarbamate | HCID 22244550 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-[({2-[4-(3,5-Dimethyl-4-phenyl-1H-pyrazol-1-yl)phenyl]ethyl}amino)carbonyl]benzenesulfonamide | HCID 22244539 | 73.8% |
Reaction Steps
To a stirred solution of benzenesulfonamide (40 mg, 0.26 mmol), sodium hydride (11 mg, 0.49 mmol) and N,N-dimethylformamide (2 mL) was added dropwise a solution of phenyl 2-[4-(3,5-dimethyl-4-phenyl-1H-pyrazol-1-yl)phenyl]ethylcarbamate (step 1, 100 mg, 0.24 mmol) in N,N-dimethylformamide (2 mL) at room temperature. After 2 h, the mixture was poured into ice-water and extracted with dichloromethane. The organic layer was dried over MgSO4 and evaporated in vacuo. The residue was purified by TLC with dichloromethane/methanol (10:1) to give 84 mg (73%) of the title compound as white solids: 1H-NMR (CDCl3) δ 7.89 (2H, d, J=8.2 Hz), 7.64-7.21 (12H, m), 6.33 (1H, br.s), 3.51-3.44 (2H, m), 2.84 (2H, t, J=6.8 Hz), 2.33 (3H, s), 2.24 (3H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07001917B2 |
| Source dataset | uspto-grants-2006_02 |
| ORD ID | ord-111d411f7ae641cc94141e12f2c79305 |
| Source note | uspto-grants-2006_02 |