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

HRID 463678

反応式

HRID 463678 の反応式
[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]

参加物

4

反応物 2

HCID 66068Procainamide HydrochlorideHCID 74740Phenylmethanesulfonyl chloride

生成物 1

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
-50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f2d5329eb79545eb9e5c139f863456b0
出典データセット
uspto-grants-1985_10
特許番号
US04544654

関連ノート

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