Water → 3-Methyl-7-[4-(4-chlorobenzoyl)benzyl]xanthine

HRID 1291251

반응식

HRID 1291251 반응식
[CH3:1][N:2]1[C:10]2[N:9]=[CH:8][NH:7][C:6]=2[C:5](=[O:11])[NH:4][C:3]1=[O:12].C(=O)([O-])[O-].[K+].[K+].[Cl:19][C:20]1[CH:35]=[CH:34][C:23]([C:24]([C:26]2[CH:33]=[CH:32][C:29]([CH2:30]Br)=[CH:28][CH:27]=2)=[O:25])=[CH:22][CH:21]=1.O>CN(C=O)C.C(OCC)(=O)C>[Cl:19][C:20]1[CH:21]=[CH:22][C:23]([C:24]([C:26]2[CH:33]=[CH:32][C:29]([CH2:30][N:7]3[C:6]4[C:5](=[O:11])[NH:4][C:3](=[O:12])[N:2]([CH3:1])[C:10]=4[N:9]=[CH:8]3)=[CH:28][CH:27]=2)=[O:25])=[CH:34][CH:35]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 706393-MethylxanthineHCID 98396514-(4-Chlorobenzoyl)benzyl bromide

생성물 1

HCID 189188013-Methyl-7-[4-(4-chlorobenzoyl)benzyl]xanthine수율 10%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 3-methylxanthine (1.06 g) in DMF (26 ml) were added potassium carbonate (1.06 g) and 4-(4-chlorobenzoyl)benzyl bromide (1.98 g) and the mixture was stirred at room temperature for 24 hours. To this reaction mixture were added water and ethyl acetate and the floating matter was filtered off and the filtrate aqueous solution was diluted with 1N-hydrochloric acid and extracted with chloroform. 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 ethyl acetate to provide the title compound as colorless powder (239 mg, 10%). 1H-NMR (CDC13) 8: 3.54(3H,s), 3.57(3H,s), 7.41-7.52(4H,m), 7.68-7.81(5H,m).

후처리

  1. filtrationthe floating matter was filtered off
  2. additionthe filtrate aqueous solution was diluted with 1N-hydrochloric acid
  3. extractionextracted with chloroform
  4. washThe extract was washed with saturated aqueous NaCl solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThe solvent was then distilled off
  7. washthe residue was washed with ethyl acetate

출처 및 근거

ORD 기록
ord-263f4060c9a346398982594f4c89d517
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05753664

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