HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromophenacyl bromide → 4-(4-Bromophenyl)-2-methyl-1,3-thiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromophenacyl bromide | HCID 7454 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Thioacetamide | HCID 2723949 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-(4-Bromophenyl)-2-methyl-1,3-thiazole | HCID 620138 | 103.4% |
Reaction Steps
To a stirred solution of 2,4-dibromoacetophenone (5 g, 18 mmol) in dioxane (180 ml) was added thioacetamide (6.76 g, 90 mmol), and the mixture was heated at reflux temperature for 8 hours. The reaction mixture was cooled down to room temperature, and made basic by addition of 2N NaOH aqueous solution. The whole was extracted with diethyl ether. The organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by flash chromatography eluting with ethyl acetate-hexane (1:5) to give title compound (4.73 g, 99% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06608095B2 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-cd10578e17b44255bc5b5e69c5dd548d |
| Source note | uspto-grants-2003_08 |