Dimethylamine → 4-bromo-2-fluoro-N,N-dimethylbenzenesulfonamide

HRID 39187노트

반응식

HRID 39187 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[C:4]([F:12])[CH:3]=1.C[CH2:14][N:15](CC)[CH2:16]C.CNC.C1COCC1>ClCCl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:15]([CH3:16])[CH3:14])(=[O:10])=[O:9])=[C:4]([F:12])[CH:3]=1

참가 물질

6

반응물 4

HCID 674DimethylamineHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 27363104-Bromo-2-fluorobenzene-1-sulfonyl chloride

생성물 1

HCID 592067474-bromo-2-fluoro-N,N-dimethylbenzenesulfonamide수율 75%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To 4-bromo-2-fluorobenzene-1-sulfonyl chloride (1.0 g, 3.7 mmol) and Et3N (1.5 mL, 11 mmol) in dichloromethane (10 mL) was added a solution of dimethylamine 2.0 M in THF (2.2 mL, 4.4 mmol). The reaction was stirred at ambient temperature for 30 minutes. The reaction was washed with 10 mL of 1N aqueous HCl and 10 mL of brine. Organics were dried over Na2SO4 and evaporated to dryness. Crude product was purified by chromatography on silica gel (eluting with 0-25% ethyl acetate in hexanes) to afford 4-bromo-2-fluoro-N,N-dimethylbenzenesulfonamide (780 mg, 75%).

후처리

  1. washThe reaction was washed with 10 mL of 1N aqueous HCl and 10 mL of brine
  2. dry with materialOrganics were dried over Na2SO4
  3. customevaporated to dryness
  4. customCrude product was purified by chromatography on silica gel (eluting with 0-25% ethyl acetate in hexanes)

출처 및 근거

ORD 기록
ord-8c860f63217241d6911124aa5daffd4e
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524767B2

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