Triethylamine → 1-(4-Tolyl)-3-(4-nitrophenyl)-5-aminopyrazole

HRID 1860515ノート

反応式

HRID 1860515 の反応式
[C:1]([CH2:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][CH:7]=1)=O)#[N:2].[C:15]1(C)[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[NH:21][NH2:22].[CH2:24](N(CC)CC)C.CCOC(C)=O>C(O)C>[C:19]1([CH3:24])[CH:20]=[CH:15][C:16]([N:21]2[C:1]([NH2:2])=[CH:3][C:4]([C:6]3[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][CH:7]=3)=[N:22]2)=[CH:17][CH:18]=1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 68256o-TolylhydrazineHCID 5914594-Nitrobenzoylacetonitrile

生成物 1

HCID 120186771-(4-Tolyl)-3-(4-nitrophenyl)-5-aminopyrazole

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 2-cyano-4′nitroacetophenone in ethanol (100 mL) at room temperature was added tolylhydrazine (6.44 g, 0.04 mol) and triethylamine (15.4 mL, 0.11 mol). The resulting solution was heated to reflux and maintained at reflux for 1 h. The solution was cooled to room temperature at which time EtOAc (500 mL) was added. The organic solution was washed with brine (2×500 mL), dried over Na2SO4 and concentrated by rotary evaporation. The residue was purified by column chromatography on silica gel eluting with 1:1 hexane/EtOAc to yield 1-(4-tolyl)-3-(4-nitrophenyl)-5-aminopyrazole as a solid.

後処理

  1. temperatureThe resulting solution was heated
  2. temperatureto reflux
  3. temperaturemaintained
  4. temperatureat reflux for 1 h
  5. additionwas added
  6. washThe organic solution was washed with brine (2×500 mL)
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated by rotary evaporation
  9. customThe residue was purified by column chromatography on silica gel eluting with 1:1 hexane/EtOAc

出典と根拠

ORDレコード
ord-4da161b0cc6e4e3dbfe5cadb98633822
出典データセット
uspto-grants-2003_03
特許番号
US06531478B2

反応ノート

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