4-Methoxybenzaldehyde → N-(1-methylimidazol-2-yl)-4-methoxybenzylideneamine hydrochloride

HRID 741710노트

반응식

HRID 741710 반응식
[ClH:1].[NH2:2][C:3]1[N:4]([CH3:8])[CH:5]=[CH:6][N:7]=1.C[O-].[Na+].[CH:12](=O)[C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1>C(O)C>[ClH:1].[CH3:8][N:4]1[CH:5]=[CH:6][N:7]=[C:3]1[N:2]=[CH:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1

참가 물질

5

반응물 3

HCID 312444-MethoxybenzaldehydeHCID 101540761-Methyl-1H-imidazol-2-amine hydrochlorideHCID 10942334Sodium Methoxide

생성물 1

HCID 67740611N-(1-methylimidazol-2-yl)-4-methoxybenzylideneamine hydrochloride수율 30.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2-Amino-1-methylimidazole hydrochloride (0.3 g) was dissolved in ethanol (4 ml), and sodium methoxide (28% methanol solution: 0.5 ml) and p-anisaldehyde (0.34 g) were added. The mixture was heated at reflux overnight. The solvent was evaporated. The residue was purified by silica gel column chromatography (eluent: methanol-chloroform=5:95), and the solvent in the desired fraction was evaporated. The precipitated pale yellow prisms were separated by filtration using hexane. The resulting crystals were dissolved in chloroform, and 4N hydrochloric acid--ethyl acetate (0.22 ml) was added. The solvent was evaporated, and the precipitated pale yellow was separated by filtration using diethyl ether to give the title compound (0.17 g, 26.9%).

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux overnight
  3. customThe solvent was evaporated
  4. customThe residue was purified by silica gel column chromatography (eluent: methanol-chloroform=5:95)
  5. customthe solvent in the desired fraction was evaporated
  6. customThe precipitated pale yellow prisms were separated by filtration
  7. dissolutionThe resulting crystals were dissolved in chloroform
  8. addition4N hydrochloric acid--ethyl acetate (0.22 ml) was added
  9. customThe solvent was evaporated
  10. customthe precipitated pale yellow was separated by filtration

출처 및 근거

ORD 기록
ord-e032a2ccea1d40d4a71a4047a527a2cf
출처 데이터셋
uspto-grants-1996_09
특허 번호
US05552427

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