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Sodium Thiosulfate → 5-Acetyl-6-methyl-2-[[(3,4-methylenedioxy-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole

HRID 1647153
ノート
印刷プレビュー

反応式

HRID 1647153 の反応式
[C:1]([C:4]1[C:23]([CH3:24])=[CH:22][C:7]2[NH:8][C:9]([S:11][CH2:12][C:13]3[C:18]4[O:19][CH2:20][O:21][C:17]=4[CH:16]=[CH:15][N:14]=3)=[N:10][C:6]=2[CH:5]=1)(=[O:3])[CH3:2].C1C=C(Cl)C=C(C(OO)=[O:33])C=1.S([O-])([O-])(=O)=S.[Na+].[Na+]>C(Cl)Cl.C(=O)([O-])O.[Na+]>[C:1]([C:4]1[C:23]([CH3:24])=[CH:22][C:7]2[NH:8][C:9]([S:11]([CH2:12][C:13]3[C:18]4[O:19][CH2:20][O:21][C:17]=4[CH:16]=[CH:15][N:14]=3)=[O:33])=[N:10][C:6]=2[CH:5]=1)(=[O:3])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 537903565-Acetyl-6-methyl-2-[[(3,4-methylenedioxy-2pyridinyl)methyl]thio]-1H-benzimidazole

生成物 1

HCID 539292725-Acetyl-6-methyl-2-[[(3,4-methylenedioxy-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回
HCID 516892
Sodium Bicarbonate
溶媒

実験手順

5-Acetyl-6-methyl-2-[[(3,4-methylenedioxy-2pyridinyl)methyl]thio]-1H-benzimidazole (140 mg, 0,41 mmol) was dissolved in methylene chloride (20 ml) and sodium hydrogen carbonate (5 ml,1M). The mixture was stirred at ambient temperature and MCPBA (100 mg, 0.41 mmol, 70%) dissolved in methylene chloride (10 ml) was added portionwise. After 10 min sodium thiosulphate (100 mg) was added whereupon the phases were separated. The organic phase was dried over sodium sulphate, filtered and concentrated under reduced pressure. The residue was chromatographed on silica (CH2Cl2 /MeOH/NH3, 97.5: 2.5: sat.) Yield: 90 mg (61%) of the title compound. Mp: 178°-180° C. (dec., uncorr.).

後処理

  1. additionwas added portionwise
  2. customwere separated
  3. dry with materialThe organic phase was dried over sodium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was chromatographed on silica (CH2Cl2 /MeOH/NH3, 97.5: 2.5: sat.) Yield: 90 mg (61%) of the title compound

出典と根拠

ORDレコード
ord-b7deccffa6a24cc8828d0c3dd0fe80c4
出典データセット
uspto-grants-1995_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05430042

反応ノート

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