Bis-(1H-imidazol-2-YL)-methanone → 4,5-Dichloronicotinonitrile
반응식
[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]참가 물질
4
실험 절차
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.
후처리
- 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)
출처 및 근거
- ORD 기록
- ord-cd27e7b9a2af4a339ae71c77bc902ddf
- 출처 데이터셋
- uspto-grants-2010_12
- 특허 번호
- US07855216B2
반응 노트
불러오는 중…