Thionyl Chloride → 3-Chloro-2-nitrobenzonitrile
反応式
[Cl:1][C:2]1[C:3]([N+:11]([O-:13])=[O:12])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([NH2:7])=O.S(Cl)(Cl)=O>CN(C=O)C>[Cl:1][C:2]1[C:3]([N+:11]([O-:13])=[O:12])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]#[N:7]参加物
4
反応条件
- 温度
- 120 °C
実験手順
A solution of 3-chloro-2-nitrobenzamide (step 1, 1.2 g, 4.9 mmol) in DMF (8 ml) was added thionyl chloride (2 ml, 24.8 mmol) in DMF (3 ml) dropwise at room temperature. The mixture was stirred at 120° C. for 2.5 h. The mixture was poured into ice-water and extracted with ethyl acetate (200 ml). The organic layer was washed with saturated aqueous NaHCO3 (100 ml), brine (100 ml), then dried (MgSO4), and concentrated. The residue was purified by flash chromatography eluting with hexane/ethyl acetate (3:1/1:2) to give 1 g (quant.) of the title compound as pale yellow solids.
後処理
- extractionextracted with ethyl acetate (200 ml)
- washThe organic layer was washed with saturated aqueous NaHCO3 (100 ml), brine (100 ml)
- dry with materialdried (MgSO4)
- concentrationconcentrated
- customThe residue was purified by flash chromatography
- washeluting with hexane/ethyl acetate (3:1/1:2)
出典と根拠
- ORDレコード
- ord-b7c2f5ae7e1b4af98abab63df6a7778a
- 出典データセット
- uspto-grants-2006_12
- 特許番号
- US07148234B2
反応ノート
読み込み中…