Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 58641527 | HCID 58641527 | — |
| Catalyst | Sodium Iodide | HCID 5238 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 58641524 | HCID 58641524 | 42.5% |
Reaction Steps
To a solution of 1-(7-benzenesulfonyl-2,3-dihydro-benzo[1,4]oxazin-4-yl)-2-chloro-ethanone (0.216 g., 0.614 mmol) in 2 mL acetonitrile was added potassium carbonate (0.101 g., 0.737 mmol), imidazole (0.209 g., 3.07 mmol) and sodium iodide (2 mg, cat.), and the resulting suspension was refluxed for 2 hours. The reaction mixture was added to 100 mL ethyl acetate, and the inorganic components extracted three times with 50 mL water. The aqueous fraction was extracted twice with 50 mL ethyl acetate, and the combined organic fractions were dried over sodium sulfate and concentrated in vacuo. The crude solid was recrystallized from 3 mL dichloromethane to give 100 mg (42%) of 1-(7-benzenesulfonyl-2,3-dihydro-benzo[1,4]oxazin-4-yl)-2-imidazol-1-yl-ethanone as a white solid. MS: 385 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07378415B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-47d7c0409f1a4921a2d8b95b81be0585 |
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| Source note | uspto-grants-2008_05 |
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