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Water → 3,6-Dimethoxy-2-(2,4-dimethoxybenzylamino)quinoxaline

HRID 1907598
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HRID 1907598 반응식
Cl[C:2]1[C:11]([O:12][CH3:13])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:14][CH3:15])[CH:8]=2)[N:3]=1.[CH3:16][O:17][C:18]1[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:19]=1[CH2:20][NH2:21].O>CS(C)=O>[CH3:13][O:12][C:11]1[C:2]([NH:21][CH2:20][C:19]2[CH:22]=[CH:23][C:24]([O:26][CH3:27])=[CH:25][C:18]=2[O:17][CH3:16])=[N:3][C:4]2[C:9]([N:10]=1)=[CH:8][C:7]([O:14][CH3:15])=[CH:6][CH:5]=2
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 5972502,4-DimethoxybenzylamineHCID 133856742-Chloro-3,6-dimethoxyquinoxaline

생성물 1

HCID 692425723,6-Dimethoxy-2-(2,4-dimethoxybenzylamino)quinoxaline수율 77%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
60 °C

실험 절차

To 2-chloro-3,6-dimethoxyquinoxaline (3.87 g, 17.2 mmol) dissolved in dimethyl-sulfoxide (70 ml), 2,4-dimethoxybenzylamine (6.07 g, 36.3 mmol) was added at room temperature. The mixture was stirred at 60° C. for 118 hours and then water was added thereto. The product was extracted with ethyl acetate and the organic layer was washed with water and dried over MgSO4. After concentration under the reduced pressure, the crude product was purified by SiO2 column chromatography. Extraction of the residue with a n-hexane:ethyl acetate (6:1) mixture and concentration gave 4.69 g of the titled compound (yield, 77%).

후처리

  1. extractionThe product was extracted with ethyl acetate
  2. washthe organic layer was washed with water
  3. dry with materialdried over MgSO4
  4. concentrationAfter concentration under the reduced pressure
  5. customthe crude product was purified by SiO2 column chromatography
  6. extractionExtraction of the residue
  7. concentrationwith a n-hexane:ethyl acetate (6:1) mixture and concentration

출처 및 근거

ORD 기록
ord-931eb2ad454c49d29ad561d08ab259c5
출처 데이터셋
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08598173B2

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