Methylamine → 4-bromo-N-methylbenzene-1-sulfonamide

HRID 39158

반응식

HRID 39158 반응식
C([O-])(O)=O.[Na+].[CH3:6][NH2:7].[Br:8][C:9]1[CH:14]=[CH:13][C:12]([S:15](Cl)(=[O:17])=[O:16])=[CH:11][CH:10]=1>C(Cl)Cl>[Br:8][C:9]1[CH:14]=[CH:13][C:12]([S:15]([NH:7][CH3:6])(=[O:17])=[O:16])=[CH:11][CH:10]=1

참가 물질

5

반응물 3

HCID 6329MethylamineHCID 7396p-Bromobenzenesulfonyl chlorideHCID 516892Sodium Bicarbonate

생성물 1

HCID 1012154-bromo-N-methylbenzene-1-sulfonamide수율 96.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
20 °C

실험 절차

To a mixture of sat aq. NaHCO3 (42 g, 0.50 mol), CH2Cl2 (400 mL) and methylamine (51.7 g, 0.50 mol, 30% in methanol) was added a solution of 4-bromo-benzenesulfonyl chloride (130 g, 0.50 mol) in CH2Cl2 (100 mL). The reaction was stirred at 20° C. overnight. The organic phase was separated and dried over Na2SO4. Evaporation of the solvent under reduced pressure provided 4-bromo-N-methyl-benzenesulfonamide (121 g, crude), which was used in the next step without further purification. 1H NMR (CDCl3, 300 MHz) ε 7.65-7.74 (m, 4H), 4.40 (br, 1H), 2.67 (d, J=5.4 Hz, 3H).

후처리

  1. customThe organic phase was separated
  2. dry with materialdried over Na2SO4
  3. customEvaporation of the solvent under reduced pressure

출처 및 근거

ORD 기록
ord-3a3fa9322cb64c919ad2e855d9448eaf
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524767B2

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