2-Chlorobenzaldehyde → HCID 178439374、化合物

HRID 489370ノート

反応式

HRID 489370 の反応式
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[NH2:10][C:11]1[CH:15]=[CH:14][NH:13][N:12]=1.[C:16]([CH2:18][C:19](=O)[CH2:20][CH2:21][CH3:22])#[N:17]>C(#N)C>[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]1[C:18]([C:16]#[N:17])=[C:19]([CH2:20][CH2:21][CH3:22])[NH:10][C:11]2=[N:12][NH:13][CH:14]=[C:15]12

参加物

5

反応物 3

HCID 69962-ChlorobenzaldehydeHCID 97937233-OxohexanenitrileHCID 178418806HCID 178418806、化合物

生成物 1

HCID 178439374HCID 178439374、化合物収率 36.2%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a solution of acetonitrile (4.8 g) in THF (150 mL) was added n-BuLi (67 mmol) at −78° C. Further, methyl butanoate (10 g) was added and the mixture was stirred for one hour. After acidification with hydrochloric acid, the mixture was extracted with ethyl acetate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate (10:1)) to give 1-cyanopentan-2-one (5.5 g) as a colorless oil. A solution of 2-chlorobenzaldehyde (1.9 g), 3-aminopyrazole (1.0 g) and 1-cyanopentan-2-one (1.6 g) in acetonitrile (20 mL) was heated under reflux overnight. The reaction mixture was cooled to room temperature, and the precipitated crystals were collected by filtration to give the title compound (1.3 g) as colorless crystals.

後処理

  1. temperatureunder reflux overnight
  2. filtrationthe precipitated crystals were collected by filtration

出典と根拠

ORDレコード
ord-7ae107ef36c34414a3255deee1d15a25
出典データセット
uspto-grants-2005_12
特許番号
US06977262B2

反応ノート

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