Methanesulfonyl chloride → N-(4-bromo-2-ethylphenyl)methanesulfonamide

HRID 859673

반응식

HRID 859673 반응식
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([CH2:9][CH3:10])[CH:3]=1.[CH3:11][S:12](Cl)(=[O:14])=[O:13]>N1C=CC=CC=1.CCOC(C)=O>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][S:12]([CH3:11])(=[O:14])=[O:13])=[C:4]([CH2:9][CH3:10])[CH:3]=1

참가 물질

5

반응물 2

HCID 31297Methanesulfonyl chlorideHCID 28012834-Bromo-2-ethylaniline

생성물 1

HCID 6469152N-(4-bromo-2-ethylphenyl)methanesulfonamide수율 81%

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 8857Ethyl Acetate용매

실험 절차

4-Bromo-2-ethyl-aniline (2 mL, 14 mmol) dissolved in anhydrous pyridine (35 mL) at toom temperature was treated with methylsulfonyl chloride (1.3 mL, 16.8 mmol). The reaction was stirred at that temperature for 15 hours before it was diluted with EtOAc. The mixture was washed with H2O, brine and dried over MgSO4. The solvent was removed in vacuo and the residue was purified with flash chromatography (SiO2, 5–30% EtOAc in hexanes) to afford the desired product (3.1 g, 81% yield). 1H NMR (300 MHz, CDCl3): δ 1.25 (t, J=7.5 Hz, 3 H), 2.61–2.68 (m, 2 H), 3.02 (s, 3 H), 6.36 (s, 1 H), 7.36–7.39 (m, 3 H).

후처리

  1. washThe mixture was washed with H2O, brine
  2. dry with materialdried over MgSO4
  3. customThe solvent was removed in vacuo
  4. customthe residue was purified with flash chromatography (SiO2, 5–30% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-389a00c858154614be5cd1adf398aead
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07151105B2

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