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Water → 1-(2,6-Dichloro-4-trifluoromethylphenyl)-3-cyano-5-(3-ethylthiopropylamino)-4-trifluoromethylsulfonylpyrazole

HRID 2109914
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HRID 2109914 반응식
Br[C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([C:19]#[N:20])[C:3]=1[S:21]([C:24]([F:27])([F:26])[F:25])(=[O:23])=[O:22].[CH2:28]([S:30][CH2:31][CH2:32][CH2:33][NH2:34])[CH3:29].C(=O)([O-])[O-].[K+].[K+].O>O1CCOCC1.CN(C)C=O.ClCCl>[Cl:18][C:8]1[CH:9]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:11]=[C:12]([Cl:13])[C:7]=1[N:6]1[C:2]([NH:34][CH2:33][CH2:32][CH2:31][S:30][CH2:28][CH3:29])=[C:3]([S:21]([C:24]([F:27])([F:26])[F:25])(=[O:23])=[O:22])[C:4]([C:19]#[N:20])=[N:5]1
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참가 물질

8

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 167270545-Bromo-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoromethylsulfonylpyrazoleHCID 214853303-(Ethylsulfanyl)propan-1-amine

생성물 1

HCID 866002281-(2,6-Dichloro-4-trifluoromethylphenyl)-3-cyano-5-(3-ethylthiopropylamino)-4-trifluoromethylsulfonylpyrazole수율 86%

시약·촉매·용매 3

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매HCID 312751,4-Dioxane용매

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온도
20 °C

실험 절차

To a solution of 5-bromo-1(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoromethylsulfonylpyrazole (5.0 g, 9.7 mmol) in 1,4-dioxane (20 ml) and N,N-dimethylformamide (20 ml) was added 3-ethylthiopropylamine (2.306 g, 19.3 mmol) and potassium carbonate (2.7 g, 19.3 mmol). The resulting mixture was stirred at 20° C. for 2.75 hours, left to stand overnight, then poured into a mixture of water and dichloromethane. The organic phase was washed with water, dried (sodium sulfate), evaporated and chromatographed on silica gel, eluting with heptane-ethyl acetate (4:1) to give 1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-5-(3-ethylthiopropylamino)-4-trifluoromethylsulfonylpyrazole as a yellow solid (Compound number 1-14, 4.79 g, 86% yield), mp 80° C.

후처리

  1. waitleft
  2. waitto stand overnight
  3. washThe organic phase was washed with water
  4. dry with materialdried (sodium sulfate)
  5. customevaporated
  6. customchromatographed on silica gel
  7. washeluting with heptane-ethyl acetate (4:1)

출처 및 근거

ORD 기록
ord-27071b5661864f0490cb41baa33c5c9c
출처 데이터셋
uspto-grants-2009_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07517877B2

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