Pyridine → Methyl 5-ethylsulfonylamino-2-fluorocarbanilate

HRID 36797노트

반응식

HRID 36797 반응식
Cl[C:2]([O:4][CH3:5])=[O:3].[NH2:6][C:7]1[CH:8]=[C:9]([NH:14][S:15]([CH2:18][CH3:19])(=[O:17])=[O:16])[CH:10]=[CH:11][C:12]=1[F:13].N1C=CC=CC=1>ClCCl>[CH2:18]([S:15]([NH:14][C:9]1[CH:10]=[CH:11][C:12]([F:13])=[C:7]([CH:8]=1)[NH:6][C:2](=[O:3])[O:4][CH3:5])(=[O:17])=[O:16])[CH3:19]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 6586Methyl chloroformateHCID 11138584Ethanesulfonamide, N-(3-amino-4-fluorophenyl)-

생성물 1

HCID 19937927Methyl 5-ethylsulfonylamino-2-fluorocarbanilate수율 96.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

22.1 g (229 mmol) of methyl chloroformate was added dropwise to a mixture of 50.0 g (229 mmol) of N-(3-amino-4-fluorophenyl)ethanesulfonamide, 18.1 g (229 mmol) of pyridine and 500 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 5 hours. After the dichloromethane layer was separated out by adding water to the resultant 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 diisopropyl ether, thereby obtaining 61.0 g of the objective product (yield: 96%) in the form of light brown crystals.

후처리

  1. customAfter the dichloromethane layer was separated out
  2. additionby adding water to the resultant mixture
  3. washthe dichloromethane layer was washed with saturated saline solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThereafter the dichloromethane was distilled off
  6. customto obtain the crude product (crystals)
  7. washThe crude product was washed with diisopropyl ether

출처 및 근거

ORD 기록
ord-d060b7fa82df49f8b9290ad0cf81f7a2
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05416236

반응 노트

불러오는 중…