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m-Chloroperbenzoic acid → 2-Amino-5-(3-pyridylsulfinyl)thiazole

HRID 1656998
ノート
印刷プレビュー

反応式

HRID 1656998 の反応式
[NH2:1][C:2]1[S:3][C:4]([S:7][C:8]2[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=2)=[CH:5][N:6]=1.ClC1C=CC=C(C(OO)=[O:22])C=1>ClCCl.C(Cl)(Cl)Cl>[NH2:1][C:2]1[S:3][C:4]([S:7]([C:8]2[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=2)=[O:22])=[CH:5][N:6]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 15729196HCID 15729196、化合物

生成物 1

HCID 157291972-Amino-5-(3-pyridylsulfinyl)thiazole収率 37.2%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a mixture of 2-amino-5-(3-pyridylthio)thiazole (3.0 g) in a mixture of dichloromethane (100 ml) and chloroform (100 ml) was added dropwise the solution of 3-chloroperbenzoic acid (3.4 g) in dichloromethane (50 ml) at 5° C. with stirring. The mixture was stirred at 5° C. for 3 hours. The reaction mixture was washed with aqueous sodium bicarbonate and the aqueous layer was extracted with a mixture of tetrahydrofuran and ethyl acetate (1:1), washed with aqueous saturated sodium chloride and dried over magnesium sulfate. The solvent was concentrated under reduced pressure and the residue was recrystallized from ethanol to give 2-amino-5-(3-pyridylsulfinyl)thiazole (1.2 g, yield: 37.2%). mp: 178°-179° C.

後処理

  1. stirringThe mixture was stirred at 5° C. for 3 hours
  2. washThe reaction mixture was washed with aqueous sodium bicarbonate
  3. extractionthe aqueous layer was extracted with a mixture of tetrahydrofuran and ethyl acetate (1:1)
  4. washwashed with aqueous saturated sodium chloride
  5. dry with materialdried over magnesium sulfate
  6. concentrationThe solvent was concentrated under reduced pressure
  7. customthe residue was recrystallized from ethanol

出典と根拠

ORDレコード
ord-fe2a48e13967411e87c5135f2105cef8
出典データセット
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05256675

反応ノート

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