Theophylline → 7-[4-(2,4-Dichlorobenzoyl)benzyl]-1,3-dimethyl-xanthine

HRID 1291257ノート

反応式

HRID 1291257 の反応式
[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+].[Cl:20][C:21]1[CH:36]=[C:35]([Cl:37])[CH:34]=[CH:33][C:22]=1[C:23]([C:25]1[CH:32]=[CH:31][C:28]([CH2:29]Br)=[CH:27][CH:26]=1)=[O:24]>CN(C=O)C.O>[Cl:20][C:21]1[CH:36]=[C:35]([Cl:37])[CH:34]=[CH:33][C:22]=1[C:23]([C:25]1[CH:26]=[CH:27][C:28]([CH2:29][N:10]2[C:11]3[C:12](=[O:13])[N:1]([CH3:2])[C:3](=[O:4])[N:5]([CH3:6])[C:7]=3[N:8]=[CH:9]2)=[CH:31][CH:32]=1)=[O:24]

参加物

6

反応物 3

HCID 2153TheophyllineHCID 11430Potassium CarbonateHCID 189192794-(2,4-Dichlorobenzoyl)benzyl bromide

生成物 1

HCID 189191327-[4-(2,4-Dichlorobenzoyl)benzyl]-1,3-dimethyl-xanthine収率 78.8%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of theophylline (1.80 g) in DMF (20 ml) were added potassium carbonate (1.66 g) and 4-(2,4-dichlorobenzoyl)benzyl bromide (3.33 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 recrystallized (ethyl acetate) to provide the title compound as white powder (3.38 g, 76%). 1H-NMR (CDCl3) δ: 3.39(3H,s), 3.60(3H,s), 5.58(2H,s), 7.25-7.84(8H,m).

後処理

  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. customthe residue was recrystallized (ethyl acetate)

出典と根拠

ORDレコード
ord-cb672e19e8224ff0bd697630544e30a0
出典データセット
uspto-grants-1998_05
特許番号
US05753664

反応ノート

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