Bis-(1H-imidazol-2-YL)-methanone → 4,5-Dichloronicotinonitrile
反応式
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][N:5]=[CH:4][C:3]=1[CH:9]=[N:10]O.C(C1NC=CN=1)(C1NC=CN=1)=O>ClCCl>[Cl:1][C:2]1[C:3]([C:9]#[N:10])=[CH:4][N:5]=[CH:6][C:7]=1[Cl:8]参加物
4
実験手順
To a suspension of 4,5-dichloropyridine-3-carbaldehyde oxime (7.84 g, 41.05 mmol) in dichloromethane (150 ml) was added carbonyl diimidazole (7.99 g, 49.26 mmol). The mixture was then heated to reflux for 1.5 hours before cooling then washing with saturated aqueous sodium bicarbonate (70 ml) and water (70 ml). The organic layer was dried over magnesium sulfate and concentrated in vacuo. Purification of the resultant residue by flash chromatography (Si-PPC, cyclohexane:dichloromethane gradient 20:80 to 0:100) afforded the title compound as a white solid (0.53 g, 72%). LCMS (method B): RT=2.86 min, no ion present.
後処理
- temperatureThe mixture was then heated
- temperatureto reflux for 1.5 hours
- temperaturebefore cooling
- washthen washing with saturated aqueous sodium bicarbonate (70 ml) and water (70 ml)
- dry with materialThe organic layer was dried over magnesium sulfate
- concentrationconcentrated in vacuo
- customPurification of the resultant residue by flash chromatography (Si-PPC, cyclohexane:dichloromethane gradient 20:80 to 0:100)
出典と根拠
- ORDレコード
- ord-cd27e7b9a2af4a339ae71c77bc902ddf
- 出典データセット
- uspto-grants-2010_12
- 特許番号
- US07855216B2
反応ノート
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