4-Bromoaniline → N-(4-bromophenyl)-4-chloro-3-nitrobenzamide

HRID 605049

반응식

HRID 605049 반응식
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[Cl:9][C:10]1[CH:18]=[CH:17][C:13]([C:14](Cl)=[O:15])=[CH:12][C:11]=1[N+:19]([O-:21])=[O:20].C(N(CC)C(C)C)(C)C>C(Cl)Cl>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:14](=[O:15])[C:13]2[CH:17]=[CH:18][C:10]([Cl:9])=[C:11]([N+:19]([O-:21])=[O:20])[CH:12]=2)=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 78074-BromoanilineHCID 81531DiisopropylethylamineHCID 1234774-Chloro-3-nitrobenzoyl chloride

생성물 1

HCID 1068537N-(4-bromophenyl)-4-chloro-3-nitrobenzamide수율 96.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 4-bromoaniline (2.58 g 14.99 mmol) in dry methylene chloride (100 mL) was treated with 4-chloro-3-nitrobenzoyl chloride (3.60 g, 17.99 mmol) and N,N-diisopropylethylamine (3.14 mL, 17.99 mmol), and the resulting mixture stirred at room temperature for 17 hours. The solvent was removed by rotary evaporation in vacuo, the residue taken up in ethyl acetate (100 mL) and washed with water (2×50 mL) and brine. Dried the organic extract over anhydrous sodium sulfate, filtered, and concentrated in vacuo to give the product as a tan solid (5.132 g, 14.45 mmol, 96%)

후처리

  1. customThe solvent was removed by rotary evaporation in vacuo
  2. washwashed with water (2×50 mL) and brine
  3. customDried the
  4. extractionorganic extract over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-6a7bcb35d0ee487b9a2bbce135169c17
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07910595B2

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