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Diisopropylethylamine → 3-(4-t-Butylphenyl)-1-(4-cyanophenyl)-4-ethoxycarbonyl-2-methyl-2H-pyrazol-5-one

HRID 1740073
ノート
印刷プレビュー

反応式

HRID 1740073 の反応式
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11](Cl)=[C:12]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:13]([O:15]CC)=O)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[C:24]([C:26]1[CH:31]=[CH:30][C:29]([NH:32][NH:33][CH3:34])=[CH:28][CH:27]=1)#[N:25].C(N(C(C)C)CC)(C)C>C(O)CC>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:33]([CH3:34])[N:32]([C:29]3[CH:28]=[CH:27][C:26]([C:24]#[N:25])=[CH:31][CH:30]=3)[C:13](=[O:15])[C:12]=2[C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:7][CH:6]=1)([CH3:2])([CH3:4])[CH3:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 218376391-(4-Cyanophenyl)-2-methylhydrazineHCID 21837650Ethyl 3-(4-t-Butylphenyl)-3-chloro-2-ethoxycarbonyl-acrylate

生成物 1

HCID 218376543-(4-t-Butylphenyl)-1-(4-cyanophenyl)-4-ethoxycarbonyl-2-methyl-2H-pyrazol-5-one収率 40%

試薬・触媒・溶媒 1

HCID 10311-Propanol溶媒

実験手順

A mixture of 73.19 g of ethyl 3-(4-t-butylphenyl)-3-chloro-2-ethoxycarbonyl-acrylate, 33.6 g of 1-(4-cyanophenyl)-2-methyl-hydrazine, 44.3 g of diisopropylethylamine and 500 ml of 1-propanol was refluxed under heating for 7 days. The reaction mixture was evaporated under reduced pressure. After addition of 1N hydrochloric acid, the resulting residue was extracted with chloroform. The extract was washed with 1N hydrochloric acid and saturated aqueous sodium chloride successively and dried over anhydrous sodium sulfate, and the solvent was removed by evaporation. The residue was recrystallized in ethyl acetate to give 34.9 g of the title compound as colorless crystals.

後処理

  1. temperaturewas refluxed
  2. temperatureunder heating for 7 days
  3. customThe reaction mixture was evaporated under reduced pressure
  4. additionAfter addition of 1N hydrochloric acid
  5. extractionthe resulting residue was extracted with chloroform
  6. washThe extract was washed with 1N hydrochloric acid and saturated aqueous sodium chloride successively
  7. dry with materialdried over anhydrous sodium sulfate
  8. customthe solvent was removed by evaporation
  9. customThe residue was recrystallized in ethyl acetate

出典と根拠

ORDレコード
ord-cb7fff8fcea7487fb0c367ecc869e622
出典データセット
uspto-grants-1999_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05968967

反応ノート

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