1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- → HCID 53817008, 화합물

HRID 1458587노트

반응식

HRID 1458587 반응식
Br[CH2:2][CH2:3][N:4]1[C:8](=[O:9])[C:7]2=[CH:10][CH:11]=[CH:12][CH:13]=[C:6]2[C:5]1=[O:14].[Cl:15][C:16]1[C:17]([NH:31][S:32]([CH3:35])(=[O:34])=[O:33])=[C:18]2[C:23](=[CH:24][C:25]=1[Cl:26])[N:22]=[C:21]([O:27][CH3:28])[C:20]([O:29][CH3:30])=[N:19]2.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:15][C:16]1[C:17]([N:31]([CH2:2][CH2:3][N:4]2[C:8](=[O:9])[C:7]3=[CH:10][CH:11]=[CH:12][CH:13]=[C:6]3[C:5]2=[O:14])[S:32]([CH3:35])(=[O:34])=[O:33])=[C:18]2[C:23](=[CH:24][C:25]=1[Cl:26])[N:22]=[C:21]([O:27][CH3:28])[C:20]([O:29][CH3:30])=[N:19]2

참가 물질

5

반응물 3

HCID 113251H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-2회HCID 11430Potassium CarbonateHCID 54321377HCID 54321377, 화합물

생성물 1

HCID 53817008HCID 53817008, 화합물수율 85.5%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

N-(2-bromoethyl)phthalimide (1.73 g, 6.81 mmol) was added to a refluxing mixture of N-(6,7-dichloro-2,3-dimethoxy-quinoxalin-5-yI)-methanesulphonamide (Preparation 3, 2.00 g, 5.68 mmol) and potassium carbonate (1.88 g, 13.63 mmol) in acetone (100 ml) under nitrogen. After 48 hours, further N-(2-bromoethyl)phthalimide (1.73 g, 6.81 mmol) was added and refluxing continued for 18 hours. After cooling the mixture was concentrated under reduced pressure and the residue dissolved in dichloromethane. The resulting solution was washed twice with 1N sodium hydroxide solution, water and brine and then dried (MgSO4) and concentrated under reduced pressure. The residue was purified by flash chromatography (eluting with hexane:ethyl acetate) to afford N-(6,7-dichloro-2,3-dimethoxyquinoxalin-5-yl)-N-(2-phthalimidoethyl) methanesulphonamide as a pale yellow solid (2.55g, 85%).

후처리

  1. temperaturerefluxing
  2. waitcontinued for 18 hours
  3. temperatureAfter cooling the mixture
  4. concentrationwas concentrated under reduced pressure
  5. dissolutionthe residue dissolved in dichloromethane
  6. washThe resulting solution was washed twice with 1N sodium hydroxide solution, water and brine
  7. dry with materialdried (MgSO4)
  8. concentrationconcentrated under reduced pressure
  9. customThe residue was purified by flash chromatography (eluting with hexane:ethyl acetate)

출처 및 근거

ORD 기록
ord-e19f6f5dda3c4bf8a574be4ac1a2b0ab
출처 데이터셋
uspto-grants-1998_12
특허 번호
US05852016

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