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

HRID 54983

반응식

HRID 54983 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[N:12]1C=CC=C[CH:13]=1.CN>C(Cl)Cl>[CH3:13][NH:12][S:8]([C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=1)(=[O:10])=[O:9]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 6329MethylamineHCID 7396p-Bromobenzenesulfonyl chloride

생성물 1

HCID 1012154-bromo-N-methylbenzene-1-sulfonamide수율 92%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

A mixture of 4-bromophenylsulfonyl chloride (25.5 g, 100 mmol), CH2Cl2 (400 mL) and pyridine (1.6 g, 110 mol) was cooled to 0° C. and methylamine gas was added over 45 minutes. The mixture was warmed to room temperature, the solvent was removed in vacuo and the residue was dissolved in CH2Cl2 and washed with 2N HCl (2×100 mL), water (1×200 mL), saturated NaHCO3 (1×200 mL) and then brine (1×200 mL). The solvent was dried over MgSO4 and the solvent was removed in vacuo to afford 23 g of N-methyl-4-bromophenylsulfonamide.

후처리

  1. temperatureThe mixture was warmed to room temperature
  2. customthe solvent was removed in vacuo
  3. dissolutionthe residue was dissolved in CH2Cl2
  4. washwashed with 2N HCl (2×100 mL), water (1×200 mL), saturated NaHCO3 (1×200 mL)
  5. dry with materialThe solvent was dried over MgSO4
  6. customthe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-3a409d6324b644c8af5081f4794056a9
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05624922

연결된 노트

불러오는 중…