Ammonium formate → 4-Bromo-1H-benzimidazole
反応式
[Br:1][C:2]1[C:3]([N+:9]([O-])=O)=[C:4]([NH2:8])[CH:5]=[CH:6][CH:7]=1.[CH:12]([O-])=O.[NH4+]>C(O)=O.[Pd]>[Br:1][C:2]1[C:3]2[N:9]=[CH:12][NH:8][C:4]=2[CH:5]=[CH:6][CH:7]=1参加物
5
反応条件
- 温度
- 120 °C
実験手順
To a mixture of 3-bromo-2-nitrobenzenamine (4.7 g, 21.66 mmol) in formic acid (98%, 50 mL) was added 10% Pd/C and ammonium formate (13.6 g, 216.6 mmol) and the reaction mixture was stirred under nitrogen at 120° C. for 24 h. The catalyst was filtered, the filtrate was concentrated, the residue was dissolved in water (100 mL) and extracted with EtOAc (2×150 mL). The combined organic extracts were washed with water and brine, dried (Na2SO4), filtered and concentrated in vacuo to afford 1.3 g (30%) of crude 4-bromo-1H-benzo[d]imidazole (52) as dark brown solid: MS (ESI) m/z=197.1 [M+1]+.
後処理
- filtrationThe catalyst was filtered
- concentrationthe filtrate was concentrated
- dissolutionthe residue was dissolved in water (100 mL)
- extractionextracted with EtOAc (2×150 mL)
- washThe combined organic extracts were washed with water and brine
- dry with materialdried (Na2SO4)
- filtrationfiltered
- concentrationconcentrated in vacuo
出典と根拠
- ORDレコード
- ord-2014d393f39a43559259cebf79fafcdf
- 出典データセット
- uspto-grants-2014_01
- 特許番号
- US08637537B2
反応ノート
読み込み中…