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

HRID 562927ノート

反応式

HRID 562927 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Next, 2-formyl-3-methylbutanenitrile 2 (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 (3) was obtained as a yellow oil (7.17 g, 64%).

後処理

  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

出典と根拠

ORDレコード
ord-d940100ff84d48088dd0f14f709bf3f0
出典データセット
uspto-grants-2011_11
特許番号
US08067424B2

反応ノート

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