Water → 4-[2-(N-Methyl-N-(2-benzothiazolyl)amino)ethoxy]benzaldehyde

HRID 263979

반응식

HRID 263979 반응식
F[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[CH3:10][N:11]([CH2:21][CH2:22][OH:23])[C:12]1[S:13][C:14]2[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=2[N:16]=1.C(=O)([O-])[O-].[K+].[K+].O>CS(C)=O>[CH3:10][N:11]([CH2:21][CH2:22][O:23][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1)[C:12]1[S:13][C:14]2[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=2[N:16]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 680234-FluorobenzaldehydeHCID 6008992-(Methyl(2-hydroxyethyl)amino)benzothiazole

생성물 1

HCID 104032434-[2-(N-Methyl-N-(2-benzothiazolyl)amino)ethoxy]benzaldehyde

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
100 °C

실험 절차

A mixture of 4-fluorobenzaldehyde (1.5 g) and 2-[N-methyl-N-(2-benzothiazolyl)amino]ethanol (2.4 g) in dimethyl sulphoxide (50 ml) containing anhydrous potassium carbonate (2 g) was stirred at 100° C. for 24 hours. The mixture was cooled to room temperature and added to water (300 ml). The aqueous solution was extracted with diethyl ether (2×300 ml). The organic extracts were washed with brine (1×300 ml), dried (MgSO4), filtered and evaporated to dryness. The title compound was obtained as a waxy solid following chromatography on silica-gel in 1% methanol in dichloromethane.

후처리

  1. temperatureThe mixture was cooled to room temperature
  2. extractionThe aqueous solution was extracted with diethyl ether (2×300 ml)
  3. washThe organic extracts were washed with brine (1×300 ml)
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customevaporated to dryness

출처 및 근거

ORD 기록
ord-079453f18d4842d7b7a7a332d6900108
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05646169

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