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

HRID 1740073
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HRID 1740073 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 10311-Propanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-cb7fff8fcea7487fb0c367ecc869e622
출처 데이터셋
uspto-grants-1999_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05968967

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