m-Chloroperbenzoic acid → 4H-1,2,4-Triazole, 4-methyl-3-(methylsulfinyl)-5-(2-thienyl)-

HRID 703130노트

반응식

HRID 703130 반응식
[CH3:1][N:2]1[C:6]([S:7][CH3:8])=[N:5][N:4]=[C:3]1[C:9]1[S:10][CH:11]=[CH:12][CH:13]=1.ClC1C=C(C=CC=1)C(OO)=[O:19]>C(Cl)Cl>[S:10]1[CH:11]=[CH:12][CH:13]=[C:9]1[C:3]1[N:2]([CH3:1])[C:6]([S:7]([CH3:8])=[O:19])=[N:5][N:4]=1

참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 6110894H-1,2,4-Triazole, 4-methyl-3-(methylthio)-5-(2-thienyl)-

생성물 1

HCID 30880014H-1,2,4-Triazole, 4-methyl-3-(methylsulfinyl)-5-(2-thienyl)-

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred, 0° C., solution of 4-methyl-5-methylthio-3-(2-thienyl)-4H-1,2,4-triazole (4.85 g, 2.29×10-2 mole) and CH2Cl2 (170 ml) was added portionwise m-chloroperoxybenzoic acid (4.95 g, 2.29×10-2 mole). After stirring at room temperature overnight the reaction was 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 yielding an off-white solid which was purified by flash chromatography (40% acetone/EtOAc). Crystallization from EtOAc afforded small colorless plates: 2.78 g (53%), mp 10520 -107° C.

후처리

  1. washwas washed 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. customyielding an off-white solid which
  6. customwas purified by flash chromatography (40% acetone/EtOAc)
  7. customCrystallization from EtOAc afforded small colorless plates

출처 및 근거

ORD 기록
ord-d38d216dce944e568f24337a78a8ed34
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04981863

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