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5-(4-[2-Aminooxyethoxy)benzyl]thiazolidine-2,4-dione hydrochloride → 5-[4-(2-{1-[4-(2-Pyridylsulfonyl)phenyl]ethylideneaminooxy}ethoxy)benzyl]thiazolidine-2,4-dione

HRID 1941669
ノート
印刷プレビュー

反応式

HRID 1941669 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[S:7]([C:10]1[CH:15]=[CH:14][C:13]([C:16](=O)[CH3:17])=[CH:12][CH:11]=1)(=[O:9])=[O:8].Cl.[NH2:20][O:21][CH2:22][CH2:23][O:24][C:25]1[CH:38]=[CH:37][C:28]([CH2:29][CH:30]2[S:34][C:33](=[O:35])[NH:32][C:31]2=[O:36])=[CH:27][CH:26]=1>>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[S:7]([C:10]1[CH:15]=[CH:14][C:13]([C:16](=[N:20][O:21][CH2:22][CH2:23][O:24][C:25]2[CH:26]=[CH:27][C:28]([CH2:29][CH:30]3[S:34][C:33](=[O:35])[NH:32][C:31]3=[O:36])=[CH:37][CH:38]=2)[CH3:17])=[CH:12][CH:11]=1)(=[O:9])=[O:8]
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 2

HCID 218339655-(4-[2-Aminooxyethoxy)benzyl]thiazolidine-2,4-dione hydrochlorideHCID 218339884'-(2-Pyridylsulfonyl)acetophenone

生成物 1

HCID 867518225-[4-(2-{1-[4-(2-Pyridylsulfonyl)phenyl]ethylideneaminooxy}ethoxy)benzyl]thiazolidine-2,4-dione収率 61.3%

実験手順

Following a procedure similar to that described in Example 40(f), 150 mg of 4'-(2-pyridylsulfonyl)acetophenone were reacted with 183 mg of 5-[4-(2-aminooxyethoxy) benzyl]thiazolidine-2,4-dione hydrochloride [prepared as described in Example 40(e)]. The reaction mixture was then concentrated by evaporation under reduced pressure, and the resulting residue was extracted with ethyl acetate. The extract was washed with water and the solvent was removed by distillation under reduced pressure. The residue was purified by column chromatography through silica gel, using a 2:98 by volume mixture of methanol and methylene chloride as the eluent, to give 185 mg of the title compound as a gum.

後処理

  1. concentrationThe reaction mixture was then concentrated by evaporation under reduced pressure
  2. extractionthe resulting residue was extracted with ethyl acetate
  3. washThe extract was washed with water
  4. customthe solvent was removed by distillation under reduced pressure
  5. customThe residue was purified by column chromatography through silica gel
  6. additionby volume mixture of methanol and methylene chloride as the eluent

出典と根拠

ORDレコード
ord-872244ca8bd14771a4cef5f3daebd6b1
出典データセット
uspto-grants-1997_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05703096

反応ノート

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