HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromine → 4'-(Bromomethyl)-N-t-butyl-3'-fluoro-2-biphenylsulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 3-Fluoro-4-methyl-2'-(N-t-butylsulfamoyl)biphenyl | HCID 10087424 | — |
| Catalyst | Tungsten | HCID 23964 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | 4'-(Bromomethyl)-N-t-butyl-3'-fluoro-2-biphenylsulfonamide | HCID 10046521 | 81.8% |
Reaction Steps
A solution of 1.08 g (3.36 mmol) of N-t-butyl-3'-fiuoro-4'-methyl-2-biphenylsulfonamide (from Step E) in 20 in mL of CCl4 was stirred at reflux under irradiation from a 100-watt tungsten lamp as a solution of 3.5 mmol of bromine in approximately 13 mL of CCl4 was added dropwise over 1.5 hour. After being stirred at reflux overnight, the solution was cooled and concentrated. The residue was crystallized from EtOAc-hexane to give 1.10 g of the title compound as an off-white solid, mp 138°-140° C. (estimated purity 87%, containing minor unbrominated and dibrominated contaminants by TLC); mass spectrum (FAB) m/e 400, 402 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05436259 |
| Source dataset | uspto-grants-1995_07 |
| ORD ID | ord-ace736ab4f7849b9836cf27b92881f51 |
| Source note | uspto-grants-1995_07 |