Theophylline → 7-[4-(4-Fluorobenzoyl)benzyl]-1,3-dimethylxanthine

HRID 1291258노트

반응식

HRID 1291258 반응식
[N:1]1([C:12](=[O:13])[C:11]2[NH:10][CH:9]=[N:8][C:7]=2[N:5]([CH3:6])[C:3]1=[O:4])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[F:20][C:21]1[CH:36]=[CH:35][C:24]([C:25]([C:27]2[CH:34]=[CH:33][C:30]([CH2:31]Br)=[CH:29][CH:28]=2)=[O:26])=[CH:23][CH:22]=1>CN(C=O)C.O>[F:20][C:21]1[CH:22]=[CH:23][C:24]([C:25]([C:27]2[CH:34]=[CH:33][C:30]([CH2:31][N:10]3[C:11]4[C:12](=[O:13])[N:1]([CH3:2])[C:3](=[O:4])[N:5]([CH3:6])[C:7]=4[N:8]=[CH:9]3)=[CH:29][CH:28]=2)=[O:26])=[CH:35][CH:36]=1

참가 물질

6

반응물 3

HCID 2153TheophyllineHCID 11430Potassium CarbonateHCID 47290134-(4-Fluorobenzoyl)benzyl bromide

생성물 1

HCID 189190307-[4-(4-Fluorobenzoyl)benzyl]-1,3-dimethylxanthine수율 74%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a solution of theophylline (1.80 g) in DMF (20 ml) were added potassium carbonate (1.66 g) and 4-(4-fluorobenzoyl)benzyl bromide (2.93 g) and the mixture was stirred at room temperature for 24 hours. This reaction mixture was diluted with water and extracted with ethyl acetate. The extract was washed with saturated aqueous NaCl solution and dried over anhydrous sodium sulfate. The solvent was then distilled off and the residue was washed with ether to provide the title compound as white powder (2.79 g, 74%). 1H-NMR (CDCl3) δ: 3.41(3H,s), 3.60(3H,s), 5.59(2H,s), 7.08-7.86(9H,m).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with saturated aqueous NaCl solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationThe solvent was then distilled off
  5. washthe residue was washed with ether

출처 및 근거

ORD 기록
ord-decbbbc64e784debb4c5945985b8b68b
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05753664

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