Sodium hydride → N-(4,5-dimethoxy-2-nitrophenyl)-N',N'-dimethylethylenediamine

HRID 373064노트

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HRID 373064 반응식
[CH3:1][O:2][C:3]1[C:9]([O:10][CH3:11])=[CH:8][C:6]([NH2:7])=[C:5]([N+:12]([O-:14])=[O:13])[CH:4]=1.Cl.Cl[CH2:17][CH2:18][N:19]([CH3:21])[CH3:20].[H-].[Na+]>CN(C)C=O.[OH-].[Na+]>[CH3:1][O:2][C:3]1[C:9]([O:10][CH3:11])=[CH:8][C:6]([NH:7][CH2:17][CH2:18][N:19]([CH3:21])[CH3:20])=[C:5]([N+:12]([O-:14])=[O:13])[CH:4]=1

참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 46531524,5-Dimethoxy-2-nitroanilineHCID 11636816N,N-Dimethylaminoethyl chloride hydrochloride

생성물 1

HCID 19811371N-(4,5-dimethoxy-2-nitrophenyl)-N',N'-dimethylethylenediamine수율 70%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 14798Sodium Hydroxide용매

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온도
60 °C

실험 절차

To a solution of 4,5-dimethoxy-2-nitroaniline (0.81 g) and 2-chloroethyldimethylamine hydrochloride (0.73 g) in N,N-dimethylformamide (20 ml) was added sodium hydride (0.36 g) in small portions with ice-cooling and the reaction mixture was heated at 60° C. for 2 hours. The reaction mixture was diluted with 1N aqueous sodium hydroxide solution and extracted with ethyl acetate. The organic layer was successively washed with water and saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was then distilled off under reduced pressure and the residue was purified by silica gel chromatography (eluent:chloroform:methanol=15:1) to give 0.77 g of N-(4,5-dimethoxy-2-nitrophenyl)-N',N'-dimethylethylenediamine.

후처리

  1. temperaturecooling
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was successively washed with water and saturated aqueous sodium chloride solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was then distilled off under reduced pressure
  6. customthe residue was purified by silica gel chromatography (eluent:chloroform:methanol=15:1)

출처 및 근거

ORD 기록
ord-347687bd589543e98b1cb60f2ce4f893
출처 데이터셋
uspto-grants-1992_11
특허 번호
US05162318

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