2-Chlorobenzaldehyde → HCID 178439374, 화합물

HRID 489370노트

반응식

HRID 489370 반응식
[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

참가 물질

5

반응물 3

HCID 69962-ChlorobenzaldehydeHCID 97937233-OxohexanenitrileHCID 178418806HCID 178418806, 화합물

생성물 1

HCID 178439374HCID 178439374, 화합물수율 36.2%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-7ae107ef36c34414a3255deee1d15a25
출처 데이터셋
uspto-grants-2005_12
특허 번호
US06977262B2

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