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4-Chlorobenzenesulfonyl chloride → 5-bromo-N-[2-(4-chlorobenzenesulfonylamino)-4-fluorophenyl]-2-methoxybenzenesulfonamide

HRID 730239
ノート
印刷プレビュー

反応式

HRID 730239 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:20][CH3:21])=[C:6]([S:8]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][C:13]=2[NH2:19])(=[O:10])=[O:9])[CH:7]=1.[Cl:22][C:23]1[CH:28]=[CH:27][C:26]([S:29](Cl)(=[O:31])=[O:30])=[CH:25][CH:24]=1>N1C=CC=CC=1.C(Cl)Cl.C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:20][CH3:21])=[C:6]([S:8]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][C:13]=2[NH:19][S:29]([C:26]2[CH:27]=[CH:28][C:23]([Cl:22])=[CH:24][CH:25]=2)(=[O:31])=[O:30])(=[O:10])=[O:9])[CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 73984-Chlorobenzenesulfonyl chlorideHCID 689488865-bromo-N-(4-fluoro-2-aminophenyl)-2-methoxybenzenesulfonamide

生成物 1

HCID 115992305-bromo-N-[2-(4-chlorobenzenesulfonylamino)-4-fluorophenyl]-2-methoxybenzenesulfonamide収率 78.2%

試薬・触媒・溶媒 3

HCID 1049Pyridine溶媒HCID 6344Dichloromethane溶媒
HCID 8857
Ethyl Acetate
溶媒

実験手順

To a solution of 5-bromo-N-(4-fluoro-2-aminophenyl)-2-methoxybenzenesulfonamide (0.1 mmol) in pyridine (0.5 mL) and DCM (2 mL), 4-chlorobenzenesulfonyl chloride (0.12 mmol) was added. The reaction mixture was stirred at room temperature for 4 h and then diluted with ethyl acetate (10 mL). The contents were washed with 10% aqueous HCl (10 mL) and brine (10 mL), dried over sodium sulfate, and concentrated under vacuum. The residue obtained was purified by column chromatography eluting with hexanes/ethyl acetate (1:1) followed by ethyl acetate to give 43 mg of 5-bromo-N-[2-(4-chlorobenzenesulfonylamino) -4-fluorophenyl]-2-methoxybenzenesulfonamide. LC: Tr 1.10 min, MS: 551.8 (M+1)+

後処理

  1. washThe contents were washed with 10% aqueous HCl (10 mL) and brine (10 mL)
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated under vacuum
  4. customThe residue obtained
  5. customwas purified by column chromatography
  6. washeluting with hexanes/ethyl acetate (1:1)

出典と根拠

ORDレコード
ord-d8c9d71a0ef041cba4c306be9a74da85
出典データセット
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07582673B2

反応ノート

読み込み中…

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