1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- → HCID 53817008、化合物

HRID 1458587ノート

反応式

HRID 1458587 の反応式
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

参加物

5

反応物 3

HCID 113251H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-2 回HCID 11430Potassium CarbonateHCID 54321377HCID 54321377、化合物

生成物 1

HCID 53817008HCID 53817008、化合物収率 85.5%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-e19f6f5dda3c4bf8a574be4ac1a2b0ab
出典データセット
uspto-grants-1998_12
特許番号
US05852016

反応ノート

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