Procainamide Hydrochloride → N-[4-[[2-(Diethylamino)ethyl]aminocarbonyl]phenyl]benzenemethanesulfonamide hydrochloride

HRID 463678

반응식

HRID 463678 반응식
[CH3:1][CH2:2][N:3]([CH2:6][CH2:7][NH:8][C:9]([C:11]1[CH:12]=[CH:13][C:14]([NH2:17])=[CH:15][CH:16]=1)=[O:10])[CH2:4][CH3:5].Cl.[C:19]1([CH2:25][S:26]([Cl:29])(=[O:28])=[O:27])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CC(C)=O>[ClH:29].[CH2:4]([N:3]([CH2:2][CH3:1])[CH2:6][CH2:7][NH:8][C:9]([C:11]1[CH:16]=[CH:15][C:14]([NH:17][S:26]([CH2:25][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)(=[O:28])=[O:27])=[CH:13][CH:12]=1)=[O:10])[CH3:5]

참가 물질

4

반응물 2

HCID 66068Procainamide HydrochlorideHCID 74740Phenylmethanesulfonyl chloride

생성물 1

HCID 20225361N-[4-[[2-(Diethylamino)ethyl]aminocarbonyl]phenyl]benzenemethanesulfonamide hydrochloride

시약·촉매·용매 1

HCID 180Acetone용매

반응 조건

온도
-50 °C

실험 절차

To a solution of 7.1 g (0.026 moles) of procainamide hydrochloride in 100 ml acetone and 5 ml triethylamino at -50° C., is added slowly 5.0 g (0.026 moles) of α-toluenesulfonyl chloride. Stir at -50° C. for 1 hour, then warm to room temperature and stir for 16 hours. Remove the solvent in vacuo. Slurry the residue in 200 ml ether, and wash 2×100 ml portions of methylene chloride. The combined methylene chloride extracted are vacuum stripped to dryness. The residue is dissolved in 100 ml ethanol and brought to pH 3 with concentrated hydrochloric acid. The solvent is removed in vacuo, and the residue triturated with methylene-chloride to provide the title compound.

후처리

  1. temperaturewarm to room temperature
  2. stirringstir for 16 hours
  3. customRemove the solvent in vacuo
  4. washwash 2×100 ml portions of methylene chloride
  5. extractionThe combined methylene chloride extracted
  6. dissolutionThe residue is dissolved in 100 ml ethanol
  7. customThe solvent is removed in vacuo
  8. customthe residue triturated with methylene-chloride

출처 및 근거

ORD 기록
ord-f2d5329eb79545eb9e5c139f863456b0
출처 데이터셋
uspto-grants-1985_10
특허 번호
US04544654

연결된 노트

불러오는 중…