Pyridine → N-(2-Bromophenyl)cinnamamide

HRID 1745908

反応式

HRID 1745908 の反応式
[Br:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].N1C=CC=CC=1.[CH2:15](Cl)[CH:16]=[CH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C([O-])(O)=[O:26].[Na+]>C(Cl)Cl>[Br:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH:4][C:15](=[O:26])[CH:16]=[CH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

参加物

6

反応物 4

HCID 1049PyridineHCID 119922-BromoanilineHCID 94242Benzene, (3-chloro-1-propenyl)-HCID 516892Sodium Bicarbonate

生成物 1

HCID 764332N-(2-Bromophenyl)cinnamamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

2-Bromoaniline (48.41 g, 281.4 mMol) was dissolved in 500 mL of anhydrous DCM under an atmosphere of dry N2. Pyridine (45.5 mL, 563 mMol) was then added and the reaction was subsequently cooled to 0° C. after which time cinnamyl chloride (46.9 g, 281.4 mMol) was added. The reaction mixture was slowly warmed up to ambient temperature and then stirred overnight at ambient temperature. The reaction was diluted with 300 mL of saturated aqueous NaHCO3 and then extracted with DCM. The DCM layer was then washed three times with 10% aqueous NaHSO4 followed by saturated aqueous NaHCO3 and finally brine. The DCM layer was then dried over Na2SO4, filtered and concentrated under vacuum to give 85.08 g of a tan solid as the title compound 61A.

後処理

  1. additionwas added
  2. extractionextracted with DCM
  3. washThe DCM layer was then washed three times with 10% aqueous NaHSO4
  4. dry with materialThe DCM layer was then dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-f71303a962894eb5b2b69c7a4e1a2188
出典データセット
uspto-grants-2006_03
特許番号
US07019147B1

関連ノート

読み込み中…