HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus tribromide → 6-(Bromomethyl)benzo[d]thiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | 6-(Hydroxymethyl)benzothiazole | HCID 17860385 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 6-(Bromomethyl)benzo[d]thiazole | HCID 53406993 | 86% |
Reaction Steps
Dissolve benzothiazol-6-yl-methanol (0.4 g, 2.55 mmol) in diethyl ether (10 mL) and add slowly a solution of phosphorus tribromide (0.7 g, 2.55 mmol) in diethyl ether (5 mL). Stir the reaction mixture for 2 h at ambient temperature, wash with brine, dry the organic phase over anhydrous Na2SO4, evaporate the solvent and purify by chromatography on silica gel eluting with hexane/EtOAc (1:0, 9:1 and 4:1) to obtain the title compound as a white solid (0.5 g, 86%). MS (ES+) m/z: 229 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580780B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-c75aa26a36be44babbe045d5a0040eb7 |
| Source note | uspto-grants-2013_11 |