Ammonium formate → 4-Bromo-1H-benzimidazole
반응식
[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]=1참가 물질
5
반응 조건
- 온도
- 120 °C
실험 절차
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]+.
후처리
- 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
출처 및 근거
- ORD 기록
- ord-2014d393f39a43559259cebf79fafcdf
- 출처 데이터셋
- uspto-grants-2014_01
- 특허 번호
- US08637537B2
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