Sodium Methoxide → 2-Amino-3,6,7-trimethoxyquinoxaline

HRID 1907644노트

반응식

HRID 1907644 반응식
[NH2:1][C:2]1[C:11](Cl)=[N:10][C:9]2[C:4](=[CH:5][C:6]([O:15][CH3:16])=[C:7]([O:13][CH3:14])[CH:8]=2)[N:3]=1.[CH3:17][O-:18].[Na+]>O1CCCC1.CO>[NH2:1][C:2]1[C:11]([O:18][CH3:17])=[N:10][C:9]2[C:4](=[CH:5][C:6]([O:15][CH3:16])=[C:7]([O:13][CH3:14])[CH:8]=2)[N:3]=1

참가 물질

5

반응물 2

HCID 10942334Sodium MethoxideHCID 866257813-Chloro-6,7-dimethoxyquinoxalin-2-amine

생성물 1

HCID 692443442-Amino-3,6,7-trimethoxyquinoxaline수율 85.3%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To 2-amino-3-chloro-6,7-dimethoxy quinoxaline (3.27 g, 13.6 mmol) dissolved in tetrahydrofuran (40 ml), 25 wt % sodium methoxide (4.41 g, 20.4 mmol) in methanol was added at room temperature and stirred further at room temperature for 2 hour. The resulting mixture was concentrated under the reduced pressure to remove the solvent. The product was extracted with dichloromethane and the organic layer was washed with water and dried over MgSO4. After concentration under the reduced pressure, the crude product was purified by SiO2 column chromatography. Extraction of the residue with a n-hexane:ethyl acetate (2:1) mixture and concentration gave 2.73 g of the titled compound (yield, 85%).

후처리

  1. concentrationThe resulting mixture was concentrated under the reduced pressure
  2. customto remove the solvent
  3. extractionThe product was extracted with dichloromethane
  4. washthe organic layer was washed with water
  5. dry with materialdried over MgSO4
  6. concentrationAfter concentration under the reduced pressure
  7. customthe crude product was purified by SiO2 column chromatography
  8. extractionExtraction of the residue
  9. concentrationwith a n-hexane:ethyl acetate (2:1) mixture and concentration

출처 및 근거

ORD 기록
ord-1296511a93a1449e894ccba4ae48b234
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598173B2

반응 노트

불러오는 중…