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

HRID 986647노트

반응식

HRID 986647 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-7e762bc7c49c443ab6791667982ca6d3
출처 데이터셋
uspto-grants-1987_12
특허 번호
US04714702

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