Phenylhydrazine → Ethyl 3-methyl-1-phenylpyrazole-5-carboxylate

HRID 1816620노트

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HRID 1816620 반응식
O=[C:2]([CH2:8][C:9](=O)[CH3:10])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[C:12]1([NH:18][NH2:19])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C(O)(=O)C>[CH3:10][C:9]1[CH:8]=[C:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])[N:18]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:19]=1.[CH3:10][C:9]1[N:18]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:19]=[C:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH:8]=1

참가 물질

5

반응물 2

HCID 7516PhenylhydrazineHCID 69208Ethyl 2,4-dioxovalerate

생성물 2

HCID 2746772Ethyl 3-methyl-1-phenylpyrazole-5-carboxylateHCID 10900438Ethyl 5-methyl-1-phenyl-1H-pyrazole-3-carboxylate

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
100 °C

실험 절차

2 ml ethyl 2,4-dioxovalerate and 1.2 g phenyl hydrazine were dissolved in 20 ml acetic acid, followed by stirring at 100° C. for 2 hours. After evaporating acetic acid, ethyl acetate was added to the residue. The mixture was washed with aqueous sodium hydrogencarbonate solution and brine, dried over anhydrous magnesium sulfate and evaporated. The residue was subjected to silica gel column chromatography, to give 0.37 g of ethyl 3-methyl-1-phenyl-1H-5-pyrazolecarboxylate with hexane:ethyl acetate (14:1) and 0.46 g of ethyl 5-methyl-1-phenyl-1H-3-pyrazolecarboxylate with hexane:ethyl acetate (9:1).

후처리

  1. customAfter evaporating acetic acid, ethyl acetate
  2. additionwas added to the residue
  3. washThe mixture was washed with aqueous sodium hydrogencarbonate solution and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customevaporated

출처 및 근거

ORD 기록
ord-f288b1ed3a0a4d9b8821f343cbfd88bf
출처 데이터셋
uspto-grants-2005_04
특허 번호
US06884821B1

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