Potassium Carbonate → 7-[4-(4-Chlorobenzoyl)benzyl]-1,3-diethylxanthine

HRID 1291352ノート

反応式

HRID 1291352 の反応式
[CH2:1]([N:3]1[C:12](=[O:13])[C:11]2[NH:10][CH:9]=[N:8][C:7]=2[N:6]([CH2:14][CH3:15])[C:4]1=[O:5])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[Cl:22][C:23]1[CH:38]=[CH:37][C:26]([C:27]([C:29]2[CH:36]=[CH:35][C:32]([CH2:33]Br)=[CH:31][CH:30]=2)=[O:28])=[CH:25][CH:24]=1>CN(C=O)C.O>[Cl:22][C:23]1[CH:24]=[CH:25][C:26]([C:27]([C:29]2[CH:36]=[CH:35][C:32]([CH2:33][N:10]3[C:11]4[C:12](=[O:13])[N:3]([CH2:1][CH3:2])[C:4](=[O:5])[N:6]([CH2:14][CH3:15])[C:7]=4[N:8]=[CH:9]3)=[CH:31][CH:30]=2)=[O:28])=[CH:37][CH:38]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 1014201,3-DiethylxanthineHCID 98396514-(4-Chlorobenzoyl)benzyl bromide

生成物 1

HCID 189192647-[4-(4-Chlorobenzoyl)benzyl]-1,3-diethylxanthine収率 54.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 1,3-diethylxanthine (190 mg), a synthetic process for which is described in Journal of American Chemical Society, 75, 114 (1953), in DMF (5 ml) were added potassium carbonate (189 mg) and 4-(4-chlorobenzoyl)benzyl bromide (282 mg) and the mixture was stirred at room temperature for 17 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 and the solvent was distilled off. The residue was purified by silica gel column chromatography (hexane: ethyl acetate=1:1) and recrystallized (ether-hexane) to provide the title compound as colorless powder (217 mg, 54%).

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 distilled off
  5. customThe residue was purified by silica gel column chromatography (hexane: ethyl acetate=1:1)
  6. customrecrystallized (ether-hexane)

出典と根拠

ORDレコード
ord-4fda3f39ec894a90a299c99aa25ce44d
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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