Acetanilide → N-[4-(3,4-Dinitrobenzoyl)phenyl]acetamide

HRID 1294077ノート

反応式

HRID 1294077 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[N+:13]([O-:15])=[O:14])[C:7](Cl)=[O:8])([O-:3])=[O:2].[C:16]([NH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)(=[O:18])[CH3:17].[Al+3].[Cl-].[Cl-].[Cl-]>C(Cl)Cl>[C:16]([NH:19][C:20]1[CH:25]=[CH:24][C:23]([C:7]([C:6]2[CH:10]=[CH:11][C:12]([N+:13]([O-:15])=[O:14])=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)=[O:8])=[CH:22][CH:21]=1)(=[O:18])[CH3:17]

参加物

5

反応物 3

HCID 904AcetanilideHCID 6451240Aluminum(III) ChlorideHCID 118064913,4-dinitrobenzoyl Chloride

生成物 1

HCID 17755534N-[4-(3,4-Dinitrobenzoyl)phenyl]acetamide収率 6.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
40 °C

実験手順

A mixture of 3,4-dinitrobenzoyl chloride (4 mmol), acetoanilide (540 mg, 4 mmol), and AlCl3 (1.6 g) in CH2Cl2 was heated at 40° C. for 24 h. The slurry was washed with HCl (aq) and the product was extracted with ether. It was washed with K2CO3 (aq), dried, and evaporated. Purification by column-chromatography on silica-gel (hexane:AcOEt=1:3) provided 87 mg of the title compound; MS m/e 328 (M−1).

後処理

  1. washThe slurry was washed with HCl (aq)
  2. extractionthe product was extracted with ether
  3. washIt was washed with K2CO3 (aq)
  4. customdried
  5. customevaporated
  6. customPurification by column-chromatography on silica-gel (hexane:AcOEt=1:3)

出典と根拠

ORDレコード
ord-4349b20b0a53459590cf7676c88ddd05
出典データセット
uspto-grants-2007_07
特許番号
US07238813B2

反応ノート

読み込み中…