3-Ethoxy-2-propenenitrile → 1-(4-FLUORO-PHENYL)-1H-PYRAZOL-3-AMINE

HRID 1260310ノート

反応式

HRID 1260310 の反応式
CC(C)([O-])C.[K+].Cl.[F:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][NH2:16])=[CH:11][CH:10]=1.C(O[CH:20]=[CH:21][C:22]#[N:23])C>C(O)(C)(C)C>[F:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH:20]=[CH:21][C:22]([NH2:23])=[N:16]2)=[CH:11][CH:10]=1

参加物

5

反応物 3

HCID 436013-Ethoxy-2-propenenitrileHCID 699814-Fluorophenylhydrazine hydrochlorideHCID 23665647Potassium tert-butoxide

生成物 1

HCID 136269441-(4-FLUORO-PHENYL)-1H-PYRAZOL-3-AMINE収率 44%

試薬・触媒・溶媒 1

HCID 6386tert-Butanol溶媒2 回

実験手順

To a hot solution of potassium tert-butoxide (2.54 g, 23 mmol) in tert-butanol (30 ml) was added 4-fluorophenylhydrazine hydrochloride (1.67 g, 10 mmol). After cooling to ambient temperature, a solution of 3-ethoxyacrylonitrile (1.0 g, 10 mmol) in tert-butanol (5 ml) was added and the mixture was refluxed for 3 h. After cooling to ambient temperature, the solvent was evaporated. The residue was dissolved in ethyl acetate and extracted with water. The organic phases were combined, dried and evaporated. Silica gel chromatography using a heptane/ethyl acetate gradient yielded the amine as orange solid (0.78 g, 42%).

後処理

  1. temperaturethe mixture was refluxed for 3 h
  2. temperatureAfter cooling to ambient temperature
  3. customthe solvent was evaporated
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. extractionextracted with water
  6. customdried
  7. customevaporated

出典と根拠

ORDレコード
ord-d2cd1d3783a4494295c35788f6a43f8a
出典データセット
uspto-grants-2013_06
特許番号
US08470820B2

反応ノート

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