3-Cyanobenzene-1-sulfonyl chloride → 3-(Aminomethyl)-N,N-dimethylbenzenesulfonamide

HRID 1013960

반응식

HRID 1013960 반응식
CO.[CH3:3][NH:4][CH3:5].[C:6]([C:8]1[CH:9]=[C:10]([S:14](Cl)(=[O:16])=[O:15])[CH:11]=[CH:12][CH:13]=1)#[N:7]>>[NH2:7][CH2:6][C:8]1[CH:9]=[C:10]([S:14]([N:4]([CH3:5])[CH3:3])(=[O:16])=[O:15])[CH:11]=[CH:12][CH:13]=1

참가 물질

3

반응물 2

HCID 28013603-Cyanobenzene-1-sulfonyl chlorideHCID 22497844Dimethylamine methanol

생성물 1

HCID 167953563-(Aminomethyl)-N,N-dimethylbenzenesulfonamide

실험 절차

(Step 1) To a 2M dimethylamine methanol solution (3.7 ml) was added 3-cyanobenzenesulfonyl chloride (1.5 g) at 0° C., and the mixture was stirred at room temperature for 2 hr. The solvent was evaporated under reduced pressure, saturated brine was added, and the mixture was extracted with ethyl acetate. The solvent was evaporated under reduced pressure. 10% Palladium carbon powder (0.79 g) was added to a solution (10 ml) of the residue in ethanol, and the mixture was stirred overnight under a hydrogen atmosphere (1 atm). The solution was filtered through celite. The solvent was evaporated under reduced pressure. The residue was purified by basic silica gel column chromatography (ethyl acetate) to give 3-(aminomethyl)-N,N-dimethylbenzenesulfonamide (1.0 g) as a colorless oil.

후처리

  1. customThe solvent was evaporated under reduced pressure, saturated brine
  2. additionwas added
  3. extractionthe mixture was extracted with ethyl acetate
  4. customThe solvent was evaporated under reduced pressure
  5. addition10% Palladium carbon powder (0.79 g) was added to a solution (10 ml) of the residue in ethanol
  6. stirringthe mixture was stirred overnight under a hydrogen atmosphere (1 atm)
  7. filtrationThe solution was filtered through celite
  8. customThe solvent was evaporated under reduced pressure
  9. customThe residue was purified by basic silica gel column chromatography (ethyl acetate)

출처 및 근거

ORD 기록
ord-d4a654760e464f70966b607d110a5721
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07982044B2

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