Trifluoroiodomethane → 3-(2,6-Dichloro-4-trifluoromethylphenyl)-1-methyl-5-(trifluoromethylsulfenyl)pyrazole

HRID 1598513노트

반응식

HRID 1598513 반응식
[H-].[Na+].[Cl:3][C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[C:6]([Cl:14])[C:5]=1[C:15]1[CH:19]=[C:18]([SH:20])[N:17]([CH3:21])[N:16]=1.[F:22][C:23](I)([F:25])[F:24]>O1CCCC1>[Cl:3][C:4]1[CH:9]=[C:8]([C:10]([F:11])([F:13])[F:12])[CH:7]=[C:6]([Cl:14])[C:5]=1[C:15]1[CH:19]=[C:18]([S:20][C:23]([F:25])([F:24])[F:22])[N:17]([CH3:21])[N:16]=1

참가 물질

5

반응물 3

HCID 16843TrifluoroiodomethaneHCID 24758Sodium hydrideHCID 178481742HCID 178481742, 화합물

생성물 1

HCID 189294213-(2,6-Dichloro-4-trifluoromethylphenyl)-1-methyl-5-(trifluoromethylsulfenyl)pyrazole

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a suspension of 0.13 g of 60% oily sodium hydride in 10 ml of anhydrous tetrahydrofuran was added dropwise 0.7 g of 3-(2,6-dichloro-4-trifluoromethylphenyl)-1-methyl-5-mercaptopyrazole (2) in 2.0 ml of anhydrous tetrahydrofuran at 0° C., and the mixture was stirred at room temperature for 1 hour. Subsequently, with addition of an excess of trifluoromethyl iodide, the mixture was stirred for 4 hours as contained in a sealed container. Ice water was added to the reaction mixture, the mixture was thereafter extracted with ethyl acetate, and the extracts were combined together, washed with brine and dried over magnesium sulfate. The solvent was distilled off under reduced pressure to obtain a residue, which was then purified by column chromatography on silica gel (eluent: ethyl acetate/hexane=1/5), giving 0.6 g of the desired compound in the form of a colorless oil (yield 48.6%).

후처리

  1. stirringthe mixture was stirred for 4 hours
  2. extractionthe mixture was thereafter extracted with ethyl acetate
  3. washwashed with brine
  4. dry with materialdried over magnesium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. customto obtain a residue, which
  7. customwas then purified by column chromatography on silica gel (eluent: ethyl acetate/hexane=1/5)

출처 및 근거

ORD 기록
ord-6c106ea71a5b4e4abcfc7529820edce0
출처 데이터셋
uspto-grants-1998_04
특허 번호
US05739083

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