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

HRID 257164
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HRID 257164 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 6344Dichloromethane용매

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). overnight at room temperature the reaction was diluted with CH2 l2 (200 ml), washed two times with saturated aqueous NaHCO3 and one time with saturated aqueous NaCl, and dried over anhydrous Na2SO4. 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: Mp 224°-226° C.

후처리

  1. additionovernight at room temperature the reaction was diluted with CH2 l2 (200 ml)
  2. washwashed two times with saturated aqueous NaHCO3 and one time with saturated aqueous NaCl
  3. dry with materialdried over anhydrous Na2SO4
  4. customThe drying agent was removed by filtration
  5. customthe filtrate was evaporated at reduced pressure
  6. customleaving an off-white solid which
  7. customwas purified by flash chromatography (4% CH3OH/CH2Cl2)
  8. customCrystallization from toluene afforded small colorless plates

출처 및 근거

ORD 기록
ord-a740b401cb5f4b55883a12a95ccbd864
출처 데이터셋
uspto-grants-1993_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05260450

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