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

HRID 1681097노트

반응식

HRID 1681097 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-5-nitrobenzenesulfonyl 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 roomtemperature and concentrated by rotatory evaporation. The residue was treated with water and the resulting solid was filtered and recrystallizedfrom 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. temperaturecooled to roomtemperature
  5. concentrationconcentrated by rotatory evaporation
  6. additionThe residue was treated with water
  7. filtrationthe resulting solid was filtered

출처 및 근거

ORD 기록
ord-d3d9067c13814e13b4fd9add22ee92ea
출처 데이터셋
uspto-grants-1992_12
특허 번호
US05169430

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