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Methanesulfonyl chloride → N-(4-Ethenyl-2-fluorophenyl)methanesulfonamide

HRID 238937
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HRID 238937 반응식
[F:1][C:2]1[CH:8]=[C:7]([CH:9]=[CH2:10])[CH:6]=[CH:5][C:3]=1[NH2:4].[CH3:11][S:12](Cl)(=[O:14])=[O:13]>N1C=CC=CC=1.O>[F:1][C:2]1[CH:8]=[C:7]([CH:9]=[CH2:10])[CH:6]=[CH:5][C:3]=1[NH:4][S:12]([CH3:11])(=[O:14])=[O:13]
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참가 물질

5

반응물 2

HCID 31297Methanesulfonyl chlorideHCID 220256474-Ethenyl-2-fluoroaniline

생성물 1

HCID 69527926N-(4-Ethenyl-2-fluorophenyl)methanesulfonamide수율 91.1%

시약·촉매·용매 2

HCID 962Water용매HCID 1049Pyridine용매

실험 절차

A cooled solution of 2-Fluoro-4-vinylaniline (20-1, 0.96 g, 7 mmol) in pyridine (10 mL) at 0° C. was treated with methanesulfonyl chloride (0.644 mL, 8.4 mmol) and stirred at room temperature for 30 min. The reaction mixture was diluted with water and extracted with EtOAc several times. The combined organic layers were washed with water and brine, dried over MgSO4, filtered, and the filtrate was concentrated in vacuo. The residue was purified by flash column chromatography on silica gel using EtOAc:hexanes (1:3) as eluant to afford N-(2-Fluoro-4-vinylphenyl)methanesulfonamide (20-2, LJO-325, 1.372 g, 91%) as a white solid.

후처리

  1. extractionextracted with EtOAc several times
  2. washThe combined organic layers were washed with water and brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated in vacuo
  6. customThe residue was purified by flash column chromatography on silica gel

출처 및 근거

ORD 기록
ord-10143971cf754a20be9943368f404851
출처 데이터셋
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08642657B2

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