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

HRID 1907598
ノート
印刷プレビュー

反応式

HRID 1907598 の反応式
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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
60 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-931eb2ad454c49d29ad561d08ab259c5
出典データセット
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08598173B2

反応ノート

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