4-Chloro-5-fluoro-2-iodoaniline → 2-Amino-5-chloro-4-fluorobenzonitrile
反応式
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([NH2:9])=[C:4](I)[CH:3]=1.[Cu][C:12]#[N:13]>CC(N(C)C)=O>[NH2:9][C:5]1[CH:6]=[C:7]([F:8])[C:2]([Cl:1])=[CH:3][C:4]=1[C:12]#[N:13]参加物
4
実験手順
A solution of 4-chloro-5-fluoro-2-iodo-phenylamine (2.5 g, 9.21 mmol) and copper (I) cyanide (1.65 g, 18.4 mmol) in DMA (45 ml) was heated to 130° C. overnight. Most of the DMA was removed under reduced pressure and the remaining residue was diluted with EtOAc and dichloromethane. The slurry was filtered and the filter cake was washed with dichloromethane and EtOAc. The filtrate was concentrated and the remaining residue was purified by column chromatography (silica gel, heptane/EtOAc 98:2-85:15) to afford the title compound (1232 mg, 78%) as light red solid. MS (ESI): 169.2 (M−H)−.
後処理
- customMost of the DMA was removed under reduced pressure
- additionthe remaining residue was diluted with EtOAc and dichloromethane
- filtrationThe slurry was filtered
- washthe filter cake was washed with dichloromethane and EtOAc
- concentrationThe filtrate was concentrated
- customthe remaining residue was purified by column chromatography (silica gel, heptane/EtOAc 98:2-85:15)
出典と根拠
- ORDレコード
- ord-fde37300bbb240708b380f3fb9459157
- 出典データセット
- uspto-grants-2015_12
- 特許番号
- US09199938B2
反応ノート
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