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Benzyl Bromide → 7-Benzyl-3,8-dimethylxanthine

HRID 1835703
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HRID 1835703 반응식
[OH-].[Na+].[CH3:3][N:4]1[C:12]2[N:11]=[C:10]([CH3:13])[NH:9][C:8]=2[C:7](=[O:14])[NH:6][C:5]1=[O:15].[CH2:16](Br)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>O.CO>[CH2:16]([N:9]1[C:8]2[C:7](=[O:14])[NH:6][C:5](=[O:15])[N:4]([CH3:3])[C:12]=2[N:11]=[C:10]1[CH3:13])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 7498Benzyl BromideHCID 14798Sodium HydroxideHCID 179959183,8-Dimethyl-3,7-dihydro-1H-purine-2,6-dione

생성물 1

HCID 147126087-Benzyl-3,8-dimethylxanthine

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

A solution of sodium hydroxide (400 mg) in water (5 ml) was added to a suspension of 3,8-dimethylxanthine (1.80 g) in methanol (10 ml). After stirring for 1 hour at 70° C., benzyl bromide (1.2 ml) was added. After stirring for 5 hours at 70-80° C., the solvent was evaporated under reduced pressure. The residue was treated with saturated aqueous ammonium chloride solution (50 ml) and extracted with ethyl acetate (3×75 ml). The combined extracts were washed with saturated aqueous sodium chloride solution (30 ml), dried over magnesium sulfate and concentrated under reduced pressure. The solid was purified by recrystallization from ethanol to provide 7-benzyl-3,8-dimethylxanthine (1.06 g).

후처리

  1. stirringAfter stirring for 5 hours at 70-80° C.
  2. customthe solvent was evaporated under reduced pressure
  3. additionThe residue was treated with saturated aqueous ammonium chloride solution (50 ml)
  4. extractionextracted with ethyl acetate (3×75 ml)
  5. washThe combined extracts were washed with saturated aqueous sodium chloride solution (30 ml)
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe solid was purified by recrystallization from ethanol

출처 및 근거

ORD 기록
ord-df167e1cbe5f4988b8f7c8480d437196
출처 데이터셋
uspto-grants-2004_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06774130B2

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