HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-[5-(4-Fluorophenyl)-2-trifluoromethyl-1H-imidazol-4-yl]benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-[5-(4-fluorophenyl)-2-trifluoromethyl-1-(2-trimethylsilylethoxymethyl)-1H-imidazol-4-yl]benzenesulfonamide | HCID 18463704 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-[5-(4-Fluorophenyl)-2-trifluoromethyl-1H-imidazol-4-yl]benzenesulfonamide | HCID 18463633 | 40% |
Reaction Steps
A solution of protected sulfonamide from step 2 (500 mg, 1 mmol) in a solution of 3 N HCl (5 ml) in EtOH (4 ml) was heated to reflux for 1 hour, cooled and diluted with water (20 ml). The resulting mixture was extracted with methylene chloride, dried (Na2SO4) and the solvent was evaporated. The residue was recrystallized from toluene containing a small amount of ethyl acetate to give the title product (150 mg, 40%): m.p. 259-260° C. Anal. Calc'd. for C16H11N3O2F4S: C, 49.87; H, 2.88; N, 10.90; S, 8.32. Found: C, 50.30; H, 3.10; N, 10.55; S, 8.73.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06426360B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-d143ab0df4b347ccbd93285c1a7fca58 |
| Source note | uspto-grants-2002_07 |