8-Aminoquinoline → 2-nitro-N-(quinolin-8-yl)benzenesulfonamide

HRID 513502ノート

反応式

HRID 513502 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10](Cl)(=[O:12])=[O:11])([O-:3])=[O:2].[NH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[C:19]2[C:24]=1[N:23]=[CH:22][CH:21]=[CH:20]2>C(Cl)Cl>[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([NH:14][C:15]1[CH:16]=[CH:17][CH:18]=[C:19]2[C:24]=1[N:23]=[CH:22][CH:21]=[CH:20]2)(=[O:12])=[O:11])([O-:3])=[O:2]

参加物

4

反応物 2

HCID 113598-AminoquinolineHCID 155402-Nitrobenzenesulfonyl chloride

生成物 1

HCID 7394492-nitro-N-(quinolin-8-yl)benzenesulfonamide収率 86%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

2-Nitrobenzenesulfonyl chloride (1.15 g, 5.21 mmol) was added to a stirred solution of 8-aminoquinoline (500 mg, 3.47 mmol) and TEA (0.72 ml, 5.21 mmol) in DCM (5 ml), at 0° C., under argon. The reaction was allowed to warm to room temperature and was stirred for 5 h. The mixture was concentrated in vacuo. The residue was dissolved in EtOAc, washed with water and a sat. sodium bicarbonate solution. The organic phase was dried (Na2SO4) and concentrated in vacuo to give the title compound (980 mg, 86%).

後処理

  1. concentrationThe mixture was concentrated in vacuo
  2. dissolutionThe residue was dissolved in EtOAc
  3. washwashed with water
  4. dry with materialThe organic phase was dried (Na2SO4)
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-c71572f5c2fd416c8bfe5bab833c921f
出典データセット
uspto-grants-2015_08
特許番号
US09102688B2

反応ノート

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