4-Hydrazinylbenzenesulfonamide hydrochloride → 4-[5-[4-(2-Furyl)-3-methylphenyl]-3-(trifluoromethyl)-1H-pyrazol-1-yl]-phenylsulfonamide

HRID 396740노트

반응식

HRID 396740 반응식
[F:1][C:2]([F:21])([F:20])[C:3](=O)[CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[O:14][CH:15]=[CH:16][CH:17]=2)=[C:9]([CH3:18])[CH:8]=1)=O.Cl.[S:23]([C:27]1[CH:32]=[CH:31][C:30]([NH:33][NH2:34])=[CH:29][CH:28]=1)(=[O:26])(=[O:25])[NH2:24]>C(O)C>[O:14]1[CH:15]=[CH:16][CH:17]=[C:13]1[C:10]1[CH:11]=[CH:12][C:7]([C:5]2[N:33]([C:30]3[CH:29]=[CH:28][C:27]([S:23]([NH2:24])(=[O:26])=[O:25])=[CH:32][CH:31]=3)[N:34]=[C:3]([C:2]([F:21])([F:20])[F:1])[CH:4]=2)=[CH:8][C:9]=1[CH3:18]

참가 물질

4

반응물 2

HCID 27945674-Hydrazinylbenzenesulfonamide hydrochlorideHCID 223167484,4,4-Trifluoro-1-[4-(2-furyl)-3-methylphenyl]butane-1,3-dione

생성물 1

HCID 223169494-[5-[4-(2-Furyl)-3-methylphenyl]-3-(trifluoromethyl)-1H-pyrazol-1-yl]-phenylsulfonamide수율 20%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a stirred soluition of 4,4,4-trifluoro-1-[4-(2-furyl)-3-methylphenyl]butane-1,3-dione (0.53 g, 1.80 mmol) in ethanol (22.5 ml) was added (4-sulfamoylphenyl)hydrazine hydrochloride (0.44 ml, 1.98 mmol), and the mixture was heated at reflux temperature for 16 hours. The mixture was cooled down to room temperature, and concentrated in vacuo. The residue was dissolved in ethyl acetate. washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by flash chromatography eluting with ethyl acetate/hexane (1/3). The resulting solid was recrystallized with dichloromethane-hexane to give the title compound (0.16 g, 20% yield).

후처리

  1. temperaturethe mixture was heated
  2. temperatureat reflux temperature for 16 hours
  3. concentrationconcentrated in vacuo
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. washwashed with brine
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated in vacuo
  8. customThe residue was purified by flash chromatography
  9. washeluting with ethyl acetate/hexane (1/3)
  10. customThe resulting solid was recrystallized with dichloromethane-hexane

출처 및 근거

ORD 기록
ord-67d5e7a112894b58a7b9e1c3daaf64e4
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06608095B2

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