Acetic Anhydride → N-acetyl-5-bromo-3-formyl-4-methoxybenzenesulfonamide

HRID 1622109

반응식

HRID 1622109 반응식
[Br:1][C:2]1[C:3]([O:14][CH3:15])=[C:4]([CH:12]=[O:13])[CH:5]=[C:6]([S:8]([NH2:11])(=[O:10])=[O:9])[CH:7]=1.C(N(CC)CC)C.[C:23](OC(=O)C)(=[O:25])[CH3:24]>ClCCl>[C:23]([NH:11][S:8]([C:6]1[CH:7]=[C:2]([Br:1])[C:3]([O:14][CH3:15])=[C:4]([CH:12]=[O:13])[CH:5]=1)(=[O:10])=[O:9])(=[O:25])[CH3:24]

참가 물질

5

반응물 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 866076983-Bromo-5-formyl-4-methoxy-benzenesulfonamide

생성물 1

HCID 86607697N-acetyl-5-bromo-3-formyl-4-methoxybenzenesulfonamide수율 91.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A 100 mL round-bottom flask was charged with 5-bromo-3-formyl-4-methoxy-benzenesulfonamide (586 mg, 2.0 mmol) dissolved in dichloromethane (40 mL) and the solution was stirred vigorously while triethylamine (252 mg, 2.50 mmol) was added, followed by acetic anhydride (224 mg, 2.2 mmol) and a catalytic amount of N,N-dimethylaminopyridine. The mixture was stirred for 1 hour and then concentrated by evaporation. The residue was partitioned between 5% citric acid and ethyl acetate. The organic layer was separated, washed with water and brine and dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give N-acetyl-5-bromo-3-formyl-4-methoxybenzenesulfonamide (616 mg) as a white solid.

후처리

  1. additionwas added
  2. concentrationconcentrated by evaporation
  3. customThe residue was partitioned between 5% citric acid and ethyl acetate
  4. customThe organic layer was separated
  5. washwashed with water and brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-3b282f7e76cc436aab302183e3c232fa
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08778625B2

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