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Triethylamine → 1,3-dimethyl-6-[4-(4-nitrobenzyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione

HRID 1085249
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HRID 1085249 반응식
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8]Br)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:12][N:13]1[C:18]([NH:19][CH2:20][CH2:21]CNC2C=CC([N+]([O-])=O)=CC=2)=[CH:17][C:16](=[O:33])[N:15]([CH3:34])[C:14]1=[O:35].[CH2:36]([N:38](CC)CC)[CH3:37]>C(O)(C)C>[CH3:12][N:13]1[C:18]([N:19]2[CH2:20][CH2:21][N:38]([CH2:8][C:7]3[CH:10]=[CH:11][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=3)[CH2:36][CH2:37]2)=[CH:17][C:16](=[O:33])[N:15]([CH3:34])[C:14]1=[O:35]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 660114-Nitrobenzyl bromideHCID 200612441,3-dimethyl-6-[3-(4-nitroanilino)propylamino]-2,4-(1H,3H)-pyrimidinedione2회

생성물 1

HCID 104736221,3-dimethyl-6-[4-(4-nitrobenzyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

First, 0.48 g of 4-nitrobenzyl bromide, 0.5 g of 1,3-dimethyl-6-(piperazin -1-yl)-2,4(1H,3H)-pyrimidinedione (compound 2) and 0.5 ml of triethylamine were suspended in 5 ml of isopropanol, and the resulting suspension was then heated under reflux for 8 hours. Afterward, the used solvent was removed from the resulting reaction mixture by distillation under reduced pressure, and the residue was dissolved in chloroform and was then washed with water. The washed organic layer was dried over anhydrous sodium sulfate. Furthermore, the dried organic layer was subjected to distillation under reduced pressure so as to remove the solvent therefrom, and the residue was then purified through a silica gel column chromatograph (chloroform/methanol=50/1 to 20/1 in terms of volume ratio) in order to obtain 0.88 g of 1,3-dimethyl-6-[4-(4-nitrobenzyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione.

후처리

  1. temperaturethe resulting suspension was then heated
  2. temperatureunder reflux for 8 hours
  3. customAfterward, the used solvent was removed from the resulting reaction mixture by distillation under reduced pressure
  4. dissolutionthe residue was dissolved in chloroform
  5. washwas then washed with water
  6. dry with materialThe washed organic layer was dried over anhydrous sodium sulfate
  7. distillationFurthermore, the dried organic layer was subjected to distillation under reduced pressure so as
  8. customto remove the solvent
  9. customthe residue was then purified through a silica gel column chromatograph (chloroform/methanol=50/1 to 20/1 in terms of volume ratio) in order

출처 및 근거

ORD 기록
ord-744d1405421e4baca24789681da47d84
출처 데이터셋
uspto-grants-1991_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05008267

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