Pyridine → Ethyl 2-fluoro-5-nitrocarbanilate

HRID 36795

반응식

HRID 36795 반응식
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[F:7][C:8]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][C:9]=1[NH2:10].N1C=CC=CC=1>ClCCl>[F:7][C:8]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][C:9]=1[NH:10][C:2](=[O:3])[O:4][CH2:5][CH3:6]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 10928Ethyl chloroformateHCID 677852-Fluoro-5-nitroaniline

생성물 1

HCID 2754990Ethyl 2-fluoro-5-nitrocarbanilate수율 98.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

10.7 g (98.9 mmol) of ethyl chloroformate was added dropwise to a mixture of 15.0 g (94.2 mmol) of 2-fluoro-5-nitroaniline, 8.20 g (104 mmol) of pyridine and 150 ml of dichloromethane at a temperature of not higher than 5° C. Thereafter the temperature was raised to room temperature and the reaction was continued for one night. After the dichloromethane layer was separated out by adding water to the reaction mixture, the dichloromethane layer was washed with saturated saline solution and dried over anhydrous sodium sulfate. Thereafter the dichloromethane was distilled off to obtain the crude product (crystals). The crude product was washed with hexane, thereby obtaining 21.1 g of the objective product (yield: 98%) in the form of ocher crystals.

후처리

  1. waitthe reaction was continued for one night
  2. customAfter the dichloromethane layer was separated out
  3. additionby adding water to the reaction mixture
  4. washthe dichloromethane layer was washed with saturated saline solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThereafter the dichloromethane was distilled off
  7. customto obtain the crude product (crystals)
  8. washThe crude product was washed with hexane

출처 및 근거

ORD 기록
ord-5b7fd3a86e434faab81ec81274d3d4a9
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05416236

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