m-Chloroperbenzoic acid → 2-Amino-4-methyl-5-(2-pyridylsulfinyl)thiazole

HRID 1656990노트

반응식

HRID 1656990 반응식
[NH2:1][C:2]1[S:3][C:4]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)=[C:5]([CH3:7])[N:6]=1.ClC1C=CC=C(C(OO)=[O:23])C=1>C(Cl)(Cl)Cl.ClCCl>[NH2:1][C:2]1[S:3][C:4]([S:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)=[O:23])=[C:5]([CH3:7])[N:6]=1

참가 물질

5

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 189547352-Amino-4-methyl-5-(2-pyridylthio)thiazole

생성물 1

HCID 157291892-Amino-4-methyl-5-(2-pyridylsulfinyl)thiazole수율 52.2%

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 6344Dichloromethane용매

반응 조건

온도
5 °C

실험 절차

A mixture of 2-amino-4-methyl-5-(2-pyridylthio)thiazole (1.7 g) and 3-chloroperbenzoic acid (1.8 g) in a mixture of chloroform (20 ml) and dichloromethane (50 ml) was stirred at 5° C. for 3.5 hours. The reaction mixture was washed with aqueous sodium bicarbonate and dried over magnesium sulfate. The solvent was concentrated under reduced pressure to give solid. The solid was subjected to column chromatography on silica gel (silica gel 60, 70-230 mesh; Merck: 100 g) and eluted with a mixture of chloroform and methanol (10:1). The fractions containing the objective compound were combined and concentrated under reduced pressure to give 2-amino-4-methyl-5-(2-pyridylsulfinyl)thiazole (0.95 g, yield: 52.2 %). mp: 190°-193° C. (dec.)

후처리

  1. washThe reaction mixture was washed with aqueous sodium bicarbonate
  2. dry with materialdried over magnesium sulfate
  3. concentrationThe solvent was concentrated under reduced pressure
  4. customto give solid
  5. washeluted with a mixture of chloroform and methanol (10:1)
  6. additionThe fractions containing the objective compound
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-3d40e69cefd048dc94fa9772c97cb315
출처 데이터셋
uspto-grants-1993_10
특허 번호
US05256675

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