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Azobisisobutyronitrile → 3-bromomethyl-7-chloro-2-oxazol-2-yl-1-phenyl-1H-quinolin-4-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Azobisisobutyronitrile | HCID 6547 | — |
| 反応物 | N-bromobutanimide | HCID 67184 | — |
| 反応物 | 7-chloro-3-methyl-2-oxazol-2-yl-1-phenyl-1H-quinolin-4-one | HCID 71208190 | — |
| 溶媒 | Carbon Tetrachloride | HCID 5943 | — |
| 生成物 | 3-bromomethyl-7-chloro-2-oxazol-2-yl-1-phenyl-1H-quinolin-4-one | HCID 86675760 | 49% |
反応手順
In a 250 mL round bottom flask, 7-chloro-3-methyl-2-oxazol-2-yl-1-phenyl-1H-quinolin-4-one (0.50 g, 1.48 mmol), N-bromosuccinimide (291 mg, 1.63 mmol) and 2,2′-azobisisobutyronitrile (AIBN, 36.6 mg, 0.223 mmol) were combined with carbon tetrachloride (20 mL). The mixture was heated to reflux for 2 hr. The reaction was cooled to room temperature and solids were filtered off. The mother liquor was concentrated and purified by flash chromatography using 3:2 hexane-ethyl acetate to afford 3-bromomethyl-7-chloro-2-oxazol-2-yl-1-phenyl-1H-quinolin-4-one (300 mg, 49% yield) as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08501732B2 |
| 出典データセット | uspto-grants-2013_08 |
| ORD ID | ord-460e7a69bd0147ea852d17c6e0772ee1 |
| 出典メモ | uspto-grants-2013_08 |