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Pyridine → N-(3-bromo-2-fluoro-phenyl)-2,5-difluoro-benzenesulfonamide

HRID 1497641
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HRID 1497641 반응식
[Br:1][C:2]1[C:3]([F:9])=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].N1C=CC=CC=1.[F:16][C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:18]=1[S:24](Cl)(=[O:26])=[O:25]>C(Cl)Cl>[Br:1][C:2]1[C:3]([F:9])=[C:4]([NH:5][S:24]([C:18]2[CH:19]=[C:20]([F:23])[CH:21]=[CH:22][C:17]=2[F:16])(=[O:26])=[O:25])[CH:6]=[CH:7][CH:8]=1
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참가 물질

5

반응물 3

HCID 1049PyridineHCID 27369112,5-Difluorobenzenesulfonyl chlorideHCID 223418913-Bromo-2-fluoroaniline

생성물 1

HCID 66729404N-(3-bromo-2-fluoro-phenyl)-2,5-difluoro-benzenesulfonamide수율 92.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

3-Bromo-2-fluoroaniline (10 g, 52.63 mmol) was dissolved in DCM (100 mL) under nitrogen atmosphere. Dry pyridine was added (6 mL, 73.68 mmol), followed by 2,5-difluorobenzenesulfonyl chloride (7.08 mL, 52.63 mmol) and the mixture was stirred at r.t. for 2 h. It was then diluted with DCM and washed with aqueous 0.5 N HCl (3×80 mL) and brine. The organic layer was dried over Na2SO4 and evaporated to dryness. The solid was taken up with diethyl ether and stirred for 30 min. It was then filtered and dried at 40° C. under reduced pressure to give 17.8 g of N-(3-bromo-2-fluoro-phenyl)-2,5-difluoro-benzenesulfonamide as a pale yellow solid (92%).

후처리

  1. washwashed with aqueous 0.5 N HCl (3×80 mL) and brine
  2. dry with materialThe organic layer was dried over Na2SO4
  3. customevaporated to dryness
  4. stirringstirred for 30 min
  5. filtrationIt was then filtered
  6. customdried at 40° C. under reduced pressure

출처 및 근거

ORD 기록
ord-f1601dac8bd6494d8ba191f1adb94e5c
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09199979B2

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