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

HRID 375676노트

반응식

HRID 375676 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a581d7caa220439bb85f561c8f550666
출처 데이터셋
uspto-grants-1996_01
특허 번호
US05486610

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