Tetrahydrofuran → 1,3-dimethyl-6-{4-[2-(4-nitrobenzoyloxy)ethyl]piperazin-1-yl}-2,4(1H,3H)-pyrimidinedione

HRID 1085255노트

반응식

HRID 1085255 반응식
O1CCCC1.[N+:6]([C:9]1[CH:17]=[CH:16][C:12]([C:13](Cl)=[O:14])=[CH:11][CH:10]=1)([O-:8])=[O:7].[CH3:18][N:19]1[C:24]([N:25]2[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][OH:33])[CH2:27][CH2:26]2)=[CH:23][C:22](=[O:34])[N:21]([CH3:35])[C:20]1=[O:36]>C(N(CC)CC)C>[CH3:18][N:19]1[C:24]([N:25]2[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][O:33][C:13](=[O:14])[C:12]3[CH:11]=[CH:10][C:9]([N+:6]([O-:8])=[O:7])=[CH:17][CH:16]=3)[CH2:27][CH2:26]2)=[CH:23][C:22](=[O:34])[N:21]([CH3:35])[C:20]1=[O:36]

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 85024-Nitrobenzoyl chlorideHCID 99702521,3-dimethyl-6-[4-(2-hydroxyethyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione2회

생성물 1

HCID 200613501,3-dimethyl-6-{4-[2-(4-nitrobenzoyloxy)ethyl]piperazin-1-yl}-2,4(1H,3H)-pyrimidinedione

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

To 5 ml of tetrahydrofuran were added 0.5 g of 4-nitrobenzoyl chloride, 0.47 g of 1,3-dimethyl-6-[4-(2-hydroxyethyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione (compound 41) and 1.5 ml of triethylamine, and the resulting mixture was stirred at room temperature overnight. Afterward, the used solvent was distilled off under reduced pressure, and the residue was then dissolved in chloroform. The resulting chloroform solution was washed with water, then dried over anhydrous sodium sulfate, and concentrated to dryness, thereby obtaining a crude product. The latter was then purified through a silica gel column chromatograph (chloroform/methanol=40/1 in terms of volume ratio) in order to obtain 1,3-dimethyl-6-{4-[2-(4-nitrobenzoyloxy)ethyl]piperazin-1-yl}-2,4(1H,3H)-pyrimidinedione. Next, this pyrimidinedione derivative was treated with an oxalic acid/methanol solution in a usual manner to prepare 0.84 g of 1,3-dimethyl-6-{4-[2-(4-nitrobenzoyloxy)ethyl]piperazine-1-yl}-2,4(1H,3H)-pyrimidinedione oxalate (compound 40).

후처리

  1. distillationAfterward, the used solvent was distilled off under reduced pressure
  2. dissolutionthe residue was then dissolved in chloroform
  3. washThe resulting chloroform solution was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated to dryness
  6. customobtaining a crude product
  7. customThe latter was then purified through a silica gel column chromatograph (chloroform/methanol=40/1 in terms of volume ratio) in order

출처 및 근거

ORD 기록
ord-a9bbc805cc3d42469aecd5b19f582d13
출처 데이터셋
uspto-grants-1991_04
특허 번호
US05008267

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