4-Bromoaniline → N-(4-Bromophenyl)benzofuran-2-carboxamide

HRID 29282

반응식

HRID 29282 반응식
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[O:9]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[CH:11]=[C:10]1[C:18](Cl)=[O:19].C(N(CC)CC)C>ClCCl>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:18]([C:10]2[O:9][C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[CH:11]=2)=[O:19])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 78074-BromoanilineHCID 8471TriethylamineHCID 389492-Benzofurancarbonyl chloride

생성물 1

HCID 869135N-(4-Bromophenyl)benzofuran-2-carboxamide수율 82.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To 1.72 g of 4-bromoaniline was added to 1.89 g of benzofuran-2-carboxylic acid chloride in 35 mL of dichloromethane cooled in ice bath, followed by the addition of 4.9 mL of triethylamine. The reaction was stirred at room temperature overnight and then diluted with dichloromethane. The dichloromethane layer was washed with water, 1N HCl, water and brine, dried over Na2SO4, filtered, and concentrated in vacuo to provide 2.61 g of N-(4-bromophenyl)-1-benzofuran-2-carboxamide as a yellow solid. Yield 72%. m.p. 178-180° C.; MS: 314.1(M−H)−.

후처리

  1. temperaturecooled in ice bath
  2. washThe dichloromethane layer was washed with water, 1N HCl, water and brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-b5885f19d0c34a63b1f37077c29399fa
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07420001B2

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