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m-Chloroperbenzoic acid → 3-(Methanesulfinyl)-4-methyl-5-(naphthalen-2-yl)-4H-1,2,4-triazole

HRID 1199384
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HRID 1199384 반응식
[CH3:1][N:2]1[C:6]([S:7][CH3:8])=[N:5][N:4]=[C:3]1[C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=1.ClC1C=C(C=CC=1)C(OO)=[O:24]>C(Cl)Cl>[CH3:1][N:2]1[C:6]([S:7]([CH3:8])=[O:24])=[N:5][N:4]=[C:3]1[C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=1
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참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 30879994H-1,2,4-Triazole, 4-methyl-3-(methylthio)-5-(2-naphthalenyl)-

생성물 1

HCID 30880023-(Methanesulfinyl)-4-methyl-5-(naphthalen-2-yl)-4H-1,2,4-triazole

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a stirred, 0° C., solution of 4-methyl-5-methylthio-3-(2-naphthyl)-4H-1,2,4-triazole (4.00 g, 1.57×10-2 mole) and CH2Cl2 (110 ml) was added portionwise m-chloroperoxybenzoic acid (3.38 g, 1.57×10-2 mole). After stirring overnight at room temperature the reaction was diluted with CH2Cl2 (200 ml), washed two times with saturated aqueous NaHCO3 and one time with saturated aqueous NaCl, and dried over anhydrous N2SO4. The drying agent was removed by filtration and the filtrate was evaporated at reduced pressure leaving an off-white solid which was purified by flash chromatography (4% CH3OH/CH2Cl2). Crystallization from toluene afforded small colorless plates: 2.5 g (59%), mp 224°-226° C.

후처리

  1. washwashed two times with saturated aqueous NaHCO3 and one time with saturated aqueous NaCl
  2. customdried over anhydrous N2SO4
  3. customThe drying agent was removed by filtration
  4. customthe filtrate was evaporated at reduced pressure
  5. customleaving an off-white solid which
  6. customwas purified by flash chromatography (4% CH3OH/CH2Cl2)
  7. customCrystallization from toluene afforded small colorless plates

출처 및 근거

ORD 기록
ord-8a2f4328610949caa9f7c1331c985081
출처 데이터셋
uspto-grants-1990_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04900743

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