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

HRID 513502노트

반응식

HRID 513502 반응식
[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]

참가 물질

4

반응물 2

HCID 113598-AminoquinolineHCID 155402-Nitrobenzenesulfonyl chloride

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-c71572f5c2fd416c8bfe5bab833c921f
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09102688B2

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