Water → N-(2,5-Difluoro-4-nitrophenyl)acetamide

HRID 1030986ノート

反応式

HRID 1030986 の反応式
[F:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[C:6]([F:12])=[CH:5][C:3]=1[NH2:4].[C:13](OC(=O)C)(=[O:15])[CH3:14].O>C(Cl)Cl.S(=O)(=O)(O)O.CN(C1C=CC=CN=1)C>[F:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[C:6]([F:12])=[CH:5][C:3]=1[NH:4][C:13](=[O:15])[CH3:14]

参加物

7

反応物 3

HCID 962WaterHCID 7918Acetic Anhydride2 回HCID 2359302,5-Difluoro-4-nitroaniline

生成物 1

HCID 14624893N-(2,5-Difluoro-4-nitrophenyl)acetamide収率 88.4%

試薬・触媒・溶媒 3

HCID 1118Sulfuric Acid触媒HCID 218852-Dimethylaminopyridine触媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of 6.0 g (0.034 mole) of 2,5-difluoro-4-nitroaniline, 6.5 g (0.064 mole) of acetic anhydride, and approximately 0.1 g (0.0008 mole) of dimethylaminopyridine in 300 ml of methylene chloride was stirred and heated at reflux for two hours. The reaction mixture was allowed to cool and stir at room temperature for approximately 18 hours. The solvent was removed from the mixture by distillation under reduced pressure, leaving a residue. To this residue was added 32.5 g (0.318 mole) of acetic anhydride and several drops of concentrated sulfuric acid. This mixture was stirred at room temperature for approximately 18 hours. Approximately 300 ml of water was added to the mixture causing a vigorous exotherm and a solid to form. This solid was collected by filtration. The filter cake was washed with water and was dried under reduced pressure to yield 6.5 g of N-(2,5-difluoro-4-nitrophenyl)acetamide. The nmr spectrum was consistent with the proposed structure.

後処理

  1. temperatureheated
  2. temperatureat reflux for two hours
  3. temperatureto cool
  4. stirringstir at room temperature for approximately 18 hours
  5. customThe solvent was removed from the mixture by distillation under reduced pressure
  6. customleaving a residue
  7. stirringThis mixture was stirred at room temperature for approximately 18 hours
  8. customa solid to form
  9. filtrationThis solid was collected by filtration
  10. washThe filter cake was washed with water
  11. customwas dried under reduced pressure

出典と根拠

ORDレコード
ord-e03af009080341838c315f5351746e77
出典データセット
uspto-grants-1992_04
特許番号
US05108486

反応ノート

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