Acetic Anhydride → ethyl 2-(5-acetamido-3-phenyl-1H-pyrazol-1-yl)acetate

HRID 1615727ノート

反応式

HRID 1615727 の反応式
[NH2:1][C:2]1[N:6]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:5]=[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:3]=1.[C:19](OC(=O)C)(=[O:21])[CH3:20]>N1C=CC=CC=1>[C:19]([NH:1][C:2]1[N:6]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:5]=[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:3]=1)(=[O:21])[CH3:20]

参加物

4

反応物 2

HCID 7918Acetic AnhydrideHCID 820314ethyl 2-(5-amino-3-phenyl-1H-pyrazol-1-yl)acetate

生成物 1

HCID 86717316ethyl 2-(5-acetamido-3-phenyl-1H-pyrazol-1-yl)acetate収率 45%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a solution of ethyl 2-(5-amino-3-phenyl-pyrazol-1-yl)acetate (49 g, 0.17 mol) in pyridine (200 mL) was added acetic anhydride (17.4 g, 0.17 mol) dropwise at 0° C. under an atmosphere of nitrogen. The reaction mixture was stirred at room temperature for 16 h. The reaction mixture was concentrated in vacuo. The residue was diluted with CH2Cl2 and water. The layers were separated and the organic layer was washed with water and brine, dried (MgSO4) and concentrated in vacuo. CH2Cl2 was added to the residue and the solid was collected by filtration, yielding the title compound as a solid (22 g). The mother liquors were concentrated in vacuo and washed with cold CH2Cl2 to yield a second batch of 15 g.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additionThe residue was diluted with CH2Cl2 and water
  3. customThe layers were separated
  4. washthe organic layer was washed with water and brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated in vacuo
  7. additionCH2Cl2 was added to the residue
  8. filtrationthe solid was collected by filtration

出典と根拠

ORDレコード
ord-34952eff153f4ec59fc53a7d6ca767d7
出典データセット
uspto-grants-2014_07
特許番号
US08765762B2

反応ノート

読み込み中…