HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon tetrabromide → 3-Bromomethyl-4,6-dimethyl-benzo[d]isothiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (4,6-Dimethyl-1,2-benzisothiazol-3-yl)-methanol | HCID 58497417 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Bromomethyl-4,6-dimethyl-benzo[d]isothiazole | HCID 58497391 | 70.3% |
Reaction Steps
To a solution of (4,6-dimethyl-1,2-benzisothiazol-3-yl)-methanol (100 mg, 0.5 mmol) in CH2Cl2 (15 mL) are added PPh3 (200 mg, 0.78 mmol) and CBr4 (340 mg, 1 mmol) at room temperature. The solution is stirred at the same temperature for 1 hour. The solution is concentrated and the residue is purified by flash chromatography with 10% EtOAc in Hexane as the eluent to afford 3-bromomethyl-4,6-dimethyl-1,2-benzisothiazole (90 mg, 68%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08377949B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-3cd19692578044dc966e5dc39b0419a9 |
| Source note | uspto-grants-2013_02 |