2-Bromo-4-methylaniline → 2-Amino-5-methylbenzonitrile

HRID 131312

反応式

HRID 131312 の反応式
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]

参加物

4

反応物 2

HCID 114222-Bromo-4-methylanilineHCID 178418546HCID 178418546、化合物

生成物 1

HCID 2427782-Amino-5-methylbenzonitrile収率 60%

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

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).

後処理

  1. temperatureat reflux
  2. additionpour the mixture onto ice chips
  3. customRemove the resulting precipitate
  4. filtrationby vacuum filtration
  5. dissolutionDissolve the precipitate in NH4OH
  6. extractionextract with dichloromethane
  7. washCombine, wash (brine)
  8. dry with materialdry (sodium sulfate)
  9. customPurify the residue on silica gel

出典と根拠

ORDレコード
ord-04bb8768009749168397a3561c82c357
出典データセット
uspto-grants-2008_06
特許番号
US07384934B2

関連ノート

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