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Ethanol → 2-Amino-5-(3-pyridylsulfinyl)thiazole

HRID 2380636
ノート
印刷プレビュー

反応式

HRID 2380636 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.C(O)C>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

6

反応物 3

HCID 702EthanolHCID 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 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 no give 2-amino-5-(3-pyridylsulfinyl)thiazole (1.2 g, yield: 37.2%). mp: 178°-179° C. IR (Nujol): 3300, 3150, 1630, 1580, 1520, 1485, 1325, 1220 cm-1NMR (DMSO-d6, 200 MHZ, ppm): 7.58-7.70 (1H, m), 7.80 (1H, s), 8.00 (2H, s), 7.98-8.05 (1H, m), 8.72 (2H, br s) Mass: M+1 226, M 225, m/e 209, 177, 147

後処理

  1. stirringThe mixture was stirred at 5° C. for 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

出典と根拠

ORDレコード
ord-475d9d535bd9456aa3c335e82a5362b3
出典データセット
uspto-grants-1994_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05369107

反応ノート

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