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m-Chloroperbenzoic acid → 2-(2-Pyridylmethylsulfinyl)quinoxaline

HRID 1030786
ノート
印刷プレビュー

反応式

HRID 1030786 の反応式
Cl.[N:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][S:9][C:10]1[CH:19]=[N:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=1.ClC1C=CC=C(C(OO)=[O:28])C=1.C([O-])(O)=O.[Na+]>C(Cl)(Cl)Cl.CO>[N:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][S:9]([C:10]1[CH:19]=[N:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=1)=[O:28]
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 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 140521712-(2-Pyridylmethylthio)quinoxaline hydrochloride

生成物 1

HCID 140521732-(2-Pyridylmethylsulfinyl)quinoxaline収率 11.6%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6212Chloroform
溶媒
2 回

実験手順

In a mixture of 20 ml of chloroform and 5 ml of methanol was dissolved 2.51 g of 2-(2-pyridylmethylthio)-quinoxaline hydrochloride. To the chilled solution kept at a temperature of lower than 0° C. (temperature of solution) was portionwise added 1.95 g of m-chloroperbenzoic acid (purity: 70%). After the reaction was complete, chloroform and saturated aqueous NaHCO3 solution were added to the reaction mixture. The organic layer was separated and dried over sodium sulfate. The sodium sulfate was then removed by filtration, and the solvent was evaporated under reduced pressure from the filtrate. The residue was purified by silica gel column chromatography (acetone/hexane), and recrystallized from ethanol/ether to give 0.27 g of 2-(2-pyridylmethylsulfinyl)quinoxaline as a pale brown crystalline powder, m.p. 117°-122° C. (decompn.).

後処理

  1. customlower than 0° C.
  2. customThe organic layer was separated
  3. dry with materialdried over sodium sulfate
  4. customThe sodium sulfate was then removed by filtration
  5. customthe solvent was evaporated under reduced pressure from the filtrate
  6. customThe residue was purified by silica gel column chromatography (acetone/hexane)
  7. customrecrystallized from ethanol/ether

出典と根拠

ORDレコード
ord-652d49f0b2e743d4b9eeab171f054459
出典データセット
uspto-grants-1992_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05106976

反応ノート

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