Water → 4'-Chloro-4-cyano-N-ethyl-2'-nitrobenzenesulfonanilide

HRID 1356704

반응식

HRID 1356704 반응식
[H-].[Na+].[Cl:3][C:4]1[CH:12]=[CH:11][C:7]([NH:8][CH2:9][CH3:10])=[C:6]([N+:13]([O-:15])=[O:14])[CH:5]=1.[C:16]([C:18]1[CH:23]=[CH:22][C:21]([S:24](Cl)(=[O:26])=[O:25])=[CH:20][CH:19]=1)#[N:17].O>O1CCCC1>[Cl:3][C:4]1[CH:12]=[CH:11][C:7]([N:8]([CH2:9][CH3:10])[S:24]([C:21]2[CH:20]=[CH:19][C:18]([C:16]#[N:17])=[CH:23][CH:22]=2)(=[O:26])=[O:25])=[C:6]([N+:13]([O-:15])=[O:14])[CH:5]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 394974-Cyanobenzenesulfonyl chlorideHCID 97006Benzenamine, 4-chloro-N-ethyl-2-nitro-

생성물 1

HCID 185092654'-Chloro-4-cyano-N-ethyl-2'-nitrobenzenesulfonanilide수율 64.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a suspension of sodium hydride (60%, 0.10 g (2.50 mmol)) in tetrahydrofuran (THF)(3.0 ml), 4-chloro-N-ethyl-2-nitroaniline (0.40 g (1.99 mmol)) was added with stirring at room temperature. To the mixture, after stirring for 30 minutes at room temperature, 4-cyanobenzenesulfonyl chloride (0.50 g (2.48 mmol)) was added and the resulting mixture was stirred at room temperature for 3 hours. The reaction mixture was poured into water and the resulting mixture was extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography with ethyl acetate-hexane (1:2) as eluent, to give 0.47 g (64%) of the title compound as pale yellow crystals.

후처리

  1. additionwas added
  2. stirringTo the mixture, after stirring for 30 minutes at room temperature
  3. stirringthe resulting mixture was stirred at room temperature for 3 hours
  4. extractionthe resulting mixture was extracted with ethyl acetate
  5. washThe extract was washed with a saturated aqueous solution of sodium chloride
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-ee92ba0fa7e3409690faf65a571f39f1
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06586617B1

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