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

HRID 1356704

反応式

HRID 1356704 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ee92ba0fa7e3409690faf65a571f39f1
出典データセット
uspto-grants-2003_07
特許番号
US06586617B1

関連ノート

読み込み中…