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

HRID 396740ノート

反応式

HRID 396740 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-67d5e7a112894b58a7b9e1c3daaf64e4
出典データセット
uspto-grants-2003_08
特許番号
US06608095B2

反応ノート

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