Triethylamine → 2-Chloro-N,N-dimethyl-5-nitrobenzene-1-sulfonamide

HRID 375676

反応式

HRID 375676 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[S:11](Cl)(=[O:13])=[O:12].Cl.[CH3:16][NH:17][CH3:18].C(N(CC)CC)C>C(Cl)Cl.O>[CH3:16][N:17]([CH3:18])[S:11]([C:3]1[CH:4]=[C:5]([N+:8]([O-:10])=[O:9])[CH:6]=[CH:7][C:2]=1[Cl:1])(=[O:13])=[O:12]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 10473Dimethylamine, hydrochlorideHCID 206302-Chloro-5-nitrobenzenesulfonyl chloride

生成物 1

HCID 201055802-Chloro-N,N-dimethyl-5-nitrobenzene-1-sulfonamide収率 73.8%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 80 g of 2-chloro-5nitrobenzenesulfonyl chloride (Example A-1 above) in 200 ml of methylene chloride heated to reflux, was slowly added a solution of 30 g of dimethylamine hydrochloride in 30 ml of water followed by a dropwise addition of triethylamine. After completion of the addition, the reaction mixture was refluxed for 20 minutes, cooled to room temperature and concentrated by rotatory evaporation. The residue was treated with water and the resulting solid was filtered and recrystallized from ethanol, affording 61 g of the title compound, mp 138°-140° C.

後処理

  1. temperatureto reflux
  2. additionAfter completion of the addition
  3. temperaturethe reaction mixture was refluxed for 20 minutes
  4. concentrationconcentrated by rotatory evaporation
  5. additionThe residue was treated with water
  6. filtrationthe resulting solid was filtered
  7. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-a581d7caa220439bb85f561c8f550666
出典データセット
uspto-grants-1996_01
特許番号
US05486610

関連ノート

読み込み中…