3,4-Dimethylaniline → 4-chloro-N-(3,4-dimethyl-phenyl)-3-nitro-benzenesulfonamide

HRID 1514858ノート

反応式

HRID 1514858 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[CH3:15][C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][C:22]=1[CH3:23])[NH2:19].CN(C1C=CC=CN=1)C>N1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:19][C:18]2[CH:20]=[CH:21][C:22]([CH3:23])=[C:16]([CH3:15])[CH:17]=2)(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13]

参加物

5

反応物 3

HCID 72483,4-DimethylanilineHCID 7323Benzenesulfonyl chloride, 4-chloro-3-nitro-HCID 218852-Dimethylaminopyridine

生成物 1

HCID 47954984-chloro-N-(3,4-dimethyl-phenyl)-3-nitro-benzenesulfonamide

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a solution of 4-chloro-3-nitro-benzenesulfonyl chloride (0.51 g) in pyridine (2 mL) were added 3,4-dimethylaniline and dimethylaminopyridine (0.024 g). The reaction mixture was stirred overnight, concentrated under reduced pressure, and diluted with CH2Cl2. The mixture was washed with water, dried over Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography (SiO2, 1:3 EtOAc/Hexane) to give 4-chloro-N-(3,4-dimethyl-phenyl)-3-nitro-benzenesulfonamide.

後処理

  1. concentrationconcentrated under reduced pressure
  2. additiondiluted with CH2Cl2
  3. washThe mixture was washed with water
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by column chromatography (SiO2, 1:3 EtOAc/Hexane)

出典と根拠

ORDレコード
ord-b907b49335894d668d476d85cdf71f58
出典データセット
uspto-grants-2012_07
特許番号
US08222248B2

反応ノート

読み込み中…