Sodium amide → 1-Isoquinolinamine, 7-methoxy-

HRID 376316

反応式

HRID 376316 の反応式
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][N:9]=[CH:10]2)=[CH:5][CH:4]=1.[NH2-:13].[Na+]>CN(C)C1C=CC=CC=1>[NH2:13][C:10]1[C:11]2[C:6](=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[CH:12]=2)[CH:7]=[CH:8][N:9]=1

参加物

4

反応物 2

HCID 24533Sodium amideHCID 5943757-Methoxyisoquinoline

生成物 1

HCID 226656441-Isoquinolinamine, 7-methoxy-収率 65.1%

試薬・触媒・溶媒 1

HCID 949N,N-Dimethylaniline溶媒

反応条件

温度
130 °C

実験手順

A solution of 8.0 g of 7-methoxyisoquinoline in 45 ml of N,N-dimethylaniline was warmed at 60° C., and then 5.9 g of sodium amide was added. The reaction mixture was heated at 130° C. over a period of 2 hours, and stirred for further 1 hour under the same conditions. After being cooled, the reaction mixture was poured into ice water and extracted with chloroform. The extract was washed with water, and dried over anhydrous magnesium sulfate. The drying agent was removed by filtration, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel and recrystallized from benzene to give 5.7 g of the title compound as colorless flakes.

後処理

  1. temperatureAfter being cooled
  2. extractionextracted with chloroform
  3. washThe extract was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe drying agent was removed by filtration
  6. customthe solvent was removed under reduced pressure
  7. customThe residue was purified by column chromatography on silica gel
  8. customrecrystallized from benzene

出典と根拠

ORDレコード
ord-df1b93a51743473da7a53ff562021475
出典データセット
uspto-grants-2000_02
特許番号
US06020342

関連ノート

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