2-Bromo-4-methylaniline → 2-Amino-5-methylbenzonitrile
반응식
Br[C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[NH2:9].[C:10]([Cu])#[N:11]>CN1C(=O)CCC1>[NH2:9][C:3]1[CH:4]=[CH:5][C:6]([CH3:8])=[CH:7][C:2]=1[C:10]#[N:11]참가 물질
4
실험 절차
Combine 2-bromo-4-methyl-phenylamine (8.00 g, 43.0 mmol), CuCN (4.62 g, 51.6 mmol), and NMP (30.0 ml) and stir at reflux. After 75 minutes, cool to ambient temperature, pour the mixture onto ice chips and stir for 1 hour. Remove the resulting precipitate by vacuum filtration. Dissolve the precipitate in NH4OH and extract with dichloromethane. Combine, wash (brine), dry (sodium sulfate), and reduce the extracts to residue. Purify the residue on silica gel using dichloromethane/hexanes (75:25) to give 3.39 g (60%) of an orange solid: mass spectrum (ion spray): m/z=133.1 (M+1).
후처리
- temperatureat reflux
- additionpour the mixture onto ice chips
- customRemove the resulting precipitate
- filtrationby vacuum filtration
- dissolutionDissolve the precipitate in NH4OH
- extractionextract with dichloromethane
- washCombine, wash (brine)
- dry with materialdry (sodium sulfate)
- customPurify the residue on silica gel
출처 및 근거
- ORD 기록
- ord-04bb8768009749168397a3561c82c357
- 출처 데이터셋
- uspto-grants-2008_06
- 특허 번호
- US07384934B2
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