Methylamine → methyl 7-bromo-1-(N-methyl-4-sulfamoylphenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate

HRID 586950노트

반응식

HRID 586950 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH2:10][CH2:9][C:8]([C:18]([O:20][CH3:21])=[O:19])=[CH:7][C:6]=2[CH:22]=1.Cl[S:24]([OH:27])(=O)=[O:25].[CH3:28][NH2:29]>ClCCl.O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([C:12]3[CH:17]=[CH:16][C:15]([S:24](=[O:27])(=[O:25])[NH:29][CH3:28])=[CH:14][CH:13]=3)[CH2:10][CH2:9][C:8]([C:18]([O:20][CH3:21])=[O:19])=[CH:7][C:6]=2[CH:22]=1

참가 물질

6

반응물 3

HCID 6329MethylamineHCID 24638Chlorosulfonic acidHCID 22329106methyl 7-bromo-1-phenyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate

생성물 1

HCID 22329309methyl 7-bromo-1-(N-methyl-4-sulfamoylphenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

In dichloromethane (20 ml) was dissolved methyl 7-bromo-1-phenyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate (1 g). Under ice-cooling, to the solution was added dropwise chlorosulfonic acid (0.93 ml). The mixture was stirred at room temperature for 1 hour, and the reaction solution was added dropwise to 40% methylamine solution in water (25 ml) under ice-cooling. The mixture was stirred at room temperature overnight, concentrated and extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried with anhydrous magnesium sulfate. The solvent was evaporated to give methyl 7-bromo-1-(N-methyl-4-sulfamoylphenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate (1 g) as yellow crystals.

후처리

  1. temperatureUnder ice-cooling, to the solution
  2. temperaturecooling
  3. stirringThe mixture was stirred at room temperature overnight
  4. concentrationconcentrated
  5. extractionextracted with ethyl acetate
  6. washThe organic layer was washed with water and saturated brine
  7. dry with materialdried with anhydrous magnesium sulfate
  8. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-1ac3580340e84aeda1e2d052a4f8361e
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06936602B1

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