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

HRID 1013960

反応式

HRID 1013960 の反応式
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

参加物

3

反応物 2

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

生成物 1

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

実験手順

(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.

後処理

  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)

出典と根拠

ORDレコード
ord-d4a654760e464f70966b607d110a5721
出典データセット
uspto-grants-2011_07
特許番号
US07982044B2

関連ノート

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