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Ethyl Acetate → 1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-5-[N-(ethylsulfinylpropyl)-N-methylamino]-4-trifluoromethylsulfonylpyrazole

HRID 2109916
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HRID 2109916 반응식
ClC1C=CC=C(C(OO)=[O:9])C=1.[Cl:12][C:13]1[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=[C:15]([Cl:23])[C:14]=1[N:24]1[C:28]([N:29]([CH2:31][CH2:32][CH2:33][S:34][CH2:35][CH3:36])[CH3:30])=[C:27]([S:37]([C:40]([F:43])([F:42])[F:41])(=[O:39])=[O:38])[C:26]([C:44]#[N:45])=[N:25]1.C(=O)(O)[O-].[Na+].C(OCC)(=O)C>ClCCCl>[Cl:23][C:15]1[CH:16]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:18]=[C:13]([Cl:12])[C:14]=1[N:24]1[C:28]([N:29]([CH2:31][CH2:32][CH2:33][S:34]([CH2:35][CH3:36])=[O:9])[CH3:30])=[C:27]([S:37]([C:40]([F:43])([F:42])[F:41])(=[O:38])=[O:39])[C:26]([C:44]#[N:45])=[N:25]1
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6

반응물 4

HCID 8857Ethyl AcetateHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 866002291-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-5-[N-(3-ethylthiopropyl)-N-methylamino]-4-trifluoromethylsulfonylpyrazole

생성물 1

HCID 866002301-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-5-[N-(ethylsulfinylpropyl)-N-methylamino]-4-trifluoromethylsulfonylpyrazole

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

반응 조건

온도
2.5 °C

실험 절차

m-Chloroperbenzoic acid (0.091 g, 77%, 0.4 mmol) was added to a solution of 1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-5-[N-(3-ethylthiopropyl)-N-methylamino]-4-trifluoromethylsulfonylpyrazole (0.23 g, 0.4 mmol) in 1,2-dichloroethane at 0-5° C. The mixture was stirred at 0-5° C. for 0.5 hour, then poured into saturated sodium bicarbonate and ethyl acetate. The organic layer was washed with brine, dried (sodium sulfate), evaporated and chromatographed on silica gel eluting with heptane-ethyl acetate (1/1 to 3/7) to give 1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-5-[N-(ethylsulfinylpropyl)-N-methylamino]-4-trifluoromethylsulfonylpyrazole as a light brown oil (Compound number 2-15, 0.186 g, 71%),19F: −63.8, −78.7.

후처리

  1. washThe organic layer was washed with brine
  2. dry with materialdried (sodium sulfate)
  3. customevaporated
  4. customchromatographed on silica gel eluting with heptane-ethyl acetate (1/1 to 3/7)

출처 및 근거

ORD 기록
ord-b3c0a70bfaa14c04bc5f6502e5d6d8a5
출처 데이터셋
uspto-grants-2009_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07517877B2

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