Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Sulfite | HCID 24437 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 57258430 | HCID 57258430 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86691022 | HCID 86691022 | 69% |
Reaction Steps
To a solution of 2-(biphenyl-4-yl)thiazole (540 mg, 2.28 mmol) in anhydrous acetonitrile (10 mL) was added a solution of N-bromosuccinimide in anhydrous acetonitrile (10 mL). The reaction was stirred for 20 h at room temperature. Subsequently, an aqueous solution of Na2SO3 10% (10 ml) was added and the mixture was stirred for 10 minutes. Then, extracted with ethyl acetate (4×25 mL) and the organic layers were washed with an aqueous saturated solution of NaCl (4×50 ml), dried over Na2SO4, filtered and evaporated under reduced pressure. Flash chromatography of the residue on silica gel (SiO2, hexane:ethyl acetate, 9:1) afforded 500 mg of 2-(biphenyl-4-yl)-5-bromothiazole as a white solid (69% yield). EM (IE): m/z (%): 317; (M+, 100), 315; (M+, 95), 316; (M+, 17.1). HRMS (ESI): (M+H)+: calculated for C15H10BrNS: 315.9717. found: 315.9786.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08680126B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-e0318a00ea0b4e4b9ee8f9593c140831 |
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| Source note | uspto-grants-2014_03 |
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