Pyridine → N-(2,4-Dimethylphenyl)-2-(2-fluoroacetamido)-5-nitrobenzamide

HRID 986647ノート

反応式

HRID 986647 の反応式
[NH2:1][C:2]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][C:8]=1[CH3:14])=[O:5].N1C=CC=CC=1.[F:28][CH2:29][C:30](Cl)=[O:31]>O1CCCC1>[F:28][CH2:29][C:30]([NH:1][C:2]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][C:8]=1[CH3:14])=[O:5])=[O:31]

参加物

5

反応物 3

HCID 1049PyridineHCID 9663Fluoroacetyl chlorideHCID 133764472-Amino-N-(2,4-dimethylphenyl)-5-nitrobenzamide

生成物 1

HCID 13376455N-(2,4-Dimethylphenyl)-2-(2-fluoroacetamido)-5-nitrobenzamide収率 88.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

4.0 g of N-(2-amino-5-nitrobenzoyl)-2,4-dimethylaniline and 2.36 g of pyridine are dissolved in 50 ml of tetrahydrofuran, and 2.18 g of fluoracetyl chloride are added dropwise thereto under ice-cooling. The mixture is then stirred at room temperature for 5 hours. The mixture is concentrated under reduced pressure to remove tetrahydrofuran, and 100 ml of water are added to the residue. Crystalline precipitates are collected by filtration and recrystallized from a mixture of dimethylformamide and ethanol (1:2). 4.3 g of N-(2-fluoroacetamido-5-nitrobenzoyl)-2,4-dimethylaniline are obtained as colorless needles.

後処理

  1. temperatureunder ice-cooling
  2. concentrationThe mixture is concentrated under reduced pressure
  3. customto remove tetrahydrofuran, and 100 ml of water
  4. additionare added to the residue
  5. customCrystalline precipitates
  6. filtrationare collected by filtration
  7. customrecrystallized from a mixture of dimethylformamide and ethanol (1:2)

出典と根拠

ORDレコード
ord-7e762bc7c49c443ab6791667982ca6d3
出典データセット
uspto-grants-1987_12
特許番号
US04714702

反応ノート

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