Sodium amide → 1-Isoquinolinamine, 7-methoxy-

HRID 376316

반응식

HRID 376316 반응식
[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

참가 물질

4

반응물 2

HCID 24533Sodium amideHCID 5943757-Methoxyisoquinoline

생성물 1

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

시약·촉매·용매 1

HCID 949N,N-Dimethylaniline용매

반응 조건

온도
130 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-df1b93a51743473da7a53ff562021475
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06020342

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