Pyridine → Ethyl 5-methylsulfonylamino-2-fluorocarbanilate

HRID 36799노트

반응식

HRID 36799 반응식
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[NH2:6][C:7]1[CH:8]=[CH:9][C:10]([F:19])=[C:11]([CH:18]=1)[NH:12][C:13](=[O:17])[O:14][CH2:15][CH3:16].N1C=CC=CC=1>ClCCl>[CH3:1][S:2]([NH:6][C:7]1[CH:8]=[CH:9][C:10]([F:19])=[C:11]([CH:18]=1)[NH:12][C:13](=[O:17])[O:14][CH2:15][CH3:16])(=[O:4])=[O:3]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 19937926Ethyl 5-amino-2-fluorocarbanilate

생성물 1

HCID 19937925Ethyl 5-methylsulfonylamino-2-fluorocarbanilate수율 94%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

61.1 g (533 mmol) of methanesulfonyl chloride was added dropwise to a mixture of 96.0 g (485 mmol) of ethyl 5-amino-2-fluorocarbanilate, 46.0 g (582 mmol) of pyridine and 700 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 solvent was distilled off, the resultant product was dissolved in ethyl acetate and washed with diluted hydrochloric acid twice, then with water, and with saturated saline solution. The resultant solution was dried over anhydrous sodium sulfate, and the ethyl acetate was distilled off to obtain the crude procut (crystals). The crude product was washed with diisopropyl ether, thereby obtaining 126 g of the objective product (yield: 94%) in the form of light brown crystals.

후처리

  1. waitthe reaction was continued for one night
  2. distillationAfter the solvent was distilled off
  3. dissolutionthe resultant product was dissolved in ethyl acetate
  4. washwashed with diluted hydrochloric acid twice
  5. dry with materialThe resultant solution was dried over anhydrous sodium sulfate
  6. distillationthe ethyl acetate was distilled off
  7. customto obtain the crude procut (crystals)
  8. washThe crude product was washed with diisopropyl ether

출처 및 근거

ORD 기록
ord-7a847501e26b44c0bcee9c4e5b77b93e
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05416236

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