Acetic Acid → 4-isopropyl-1H-pyrazol-5-amine

HRID 1892156노트

반응식

HRID 1892156 반응식
[CH:1]([CH:3]([CH:6]([CH3:8])[CH3:7])[C:4]#[N:5])=O.O.[NH2:10][NH2:11].C(O)(=O)C>CCO>[CH:6]([C:3]1[CH:1]=[N:10][NH:11][C:4]=1[NH2:5])([CH3:8])[CH3:7]

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 24654Hydrazine hydrate (1:1)HCID 497660372-Formyl-3-methylbutanenitrile

생성물 1

HCID 190022014-isopropyl-1H-pyrazol-5-amine

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Next, 2-formyl-3-methylbutanenitrile (9.97 g, 90 mmol), hydrazine hydrate (5.68 mL, 117 mmol) and glacial acetic acid (9.02 mL, 158 mmol) were dissolved in EtOH (250 mL) and the mixture was heated under reflux for 16 h. The reaction was then concentrated to approximately one third of the original volume. The residue was diluted with sat. NaHCO3 (100 mL) and the product extracted with CH2Cl2 (3×100 mL). The combined organic fractions were washed with brine, dried over MgSO4 and the solvent was removed in vacuum. Crude 4-isopropyl-1H-pyrazol-5-amine was obtained as a yellow oil (7.17 g, 64%).

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 16 h
  3. concentrationThe reaction was then concentrated to approximately one third of the original volume
  4. additionThe residue was diluted with sat. NaHCO3 (100 mL)
  5. extractionthe product extracted with CH2Cl2 (3×100 mL)
  6. washThe combined organic fractions were washed with brine
  7. dry with materialdried over MgSO4
  8. customthe solvent was removed in vacuum

출처 및 근거

ORD 기록
ord-aaf5ce20a9fb4eaf8600123f0f8ed0c4
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08507673B2

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