HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenamine hydrochloride (1:1) → 2-Chloro-5-(2-oxo-propyl)-N-phenyl-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenamine hydrochloride (1:1) | HCID 8870 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Chloro-5-(2-oxopropyl)benzene-1-sulfonyl chloride | HCID 57831105 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-Chloro-5-(2-oxo-propyl)-N-phenyl-benzenesulfonamide | HCID 68724924 | — |
Reaction Steps
Aniline hydrochloride (64.8 mg, 0.05 mmol) is dissolved in 1,4-dioxane (1 ml) in a reaction tube and Na2CO3(85 mg) dissolved in water (0.5 ml) is added. To this mixture is added 2-Chloro-5-(2-oxo-propyl)-benzenesulfonyl chloride (115 mg, 0.43 mmol) (Intermediate A, prepared as described in WO03072557, page 77) in 1,4-dioxane (1 ml). The reaction mixture is left at room temperature overnight and monitored by LC-MS. The reaction mixture is shaken overnight with amino polystyrene (300 mg) and macroporous-isocyanate (300 mg), filtered and the resin is washed with MeOH (0.5 ml). The filtrate is concentrated in vacuo to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263585B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-ae87fbc945aa4b53b17eb65d9c0788f5 |
| Source note | uspto-grants-2012_09 |