4-Methoxybenzenesulfonyl chloride → 5-Bromo-1-(4-methoxybenzenesulfonyl)-7-nitroindoline

HRID 18695

反応式

HRID 18695 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=1)[NH:7][CH2:6][CH2:5]2.[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([S:22](Cl)(=[O:24])=[O:23])=[CH:18][CH:17]=1>N1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=1)[N:7]([S:22]([C:19]1[CH:18]=[CH:17][C:16]([O:15][CH3:14])=[CH:21][CH:20]=1)(=[O:24])=[O:23])[CH2:6][CH2:5]2

参加物

4

反応物 2

HCID 74014-Methoxybenzenesulfonyl chlorideHCID 30189115-Bromo-7-nitroindoline

生成物 1

HCID 686126655-Bromo-1-(4-methoxybenzenesulfonyl)-7-nitroindoline収率 85%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A solution of 5-bromo-7-nitroindoline (5 g, 0.021 mol), 4-methoxyphenylsulfonyl chloride (6.36 g, 0.030 mol) in pyridine (10 ml) was stirred at 120° C. for 16 h. The reaction was quenched with water and extracted with CH2Cl2. The combined organic layer was dried over anhydrous MgSO4 and evaporated to give a residue that was chromatographed over silica gel (EtOAc:n-hexane=1:2) to afford compound 17, yield 85%.

後処理

  1. customThe reaction was quenched with water
  2. extractionextracted with CH2Cl2
  3. dry with materialThe combined organic layer was dried over anhydrous MgSO4
  4. customevaporated
  5. customto give a residue that
  6. customwas chromatographed over silica gel (EtOAc:n-hexane=1:2)

出典と根拠

ORDレコード
ord-c280e75b82b44a2190f44874a4c04dbc
出典データセット
uspto-grants-2010_06
特許番号
US07741495B2

関連ノート

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