Water → N-(3-nitro-5-trifluoromethyl-2-pyridyl)ethanesulfonamide

HRID 257024

반응식

HRID 257024 반응식
[CH2:1]([S:3]([NH2:6])(=[O:5])=[O:4])[CH3:2].[H-].[Na+].Cl[C:10]1[C:15]([N+:16]([O-:18])=[O:17])=[CH:14][C:13]([C:19]([F:22])([F:21])[F:20])=[CH:12][N:11]=1.O>O1CCCC1>[N+:16]([C:15]1[C:10]([NH:6][S:3]([CH2:1][CH3:2])(=[O:5])=[O:4])=[N:11][CH:12]=[C:13]([C:19]([F:22])([F:20])[F:21])[CH:14]=1)([O-:18])=[O:17]

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 73702EthanesulfonamideHCID 47369502-Chloro-3-nitro-5-(trifluoromethyl)pyridine

생성물 1

HCID 10851681N-(3-nitro-5-trifluoromethyl-2-pyridyl)ethanesulfonamide수율 54.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

3.1 g of ethanesulfonamide was dissolved in 50 ml of dry tetrahydrofuran, and 1.2 g of 60% sodium hydride was added thereto under cooling with ice. After completion of the addition, the mixture was reacted for one hour under reflux. After cooling, 5.0 g of 2-chloro-3-nitro-5-trifluoromethylpyridine was added thereto, and then the mixture was reacted for 7 hours under reflux. After completion of the reaction, the reaction product was poured into 200 ml of water. Undissolved materials in water were extracted with ethyl ether and removed. Then, the aqueous layer was weakly acidified with dilute hydrochloric acid. Precipitated crystals were collected by filtration and dried to obtain 3.6 g of N-(3-nitro-5-trifluoromethyl-2-pyridyl)ethanesulfonamide having a melting point of from 160° to 163° C.

후처리

  1. temperatureunder cooling with ice
  2. additionAfter completion of the addition
  3. customthe mixture was reacted for one hour
  4. temperatureunder reflux
  5. temperatureAfter cooling
  6. customthe mixture was reacted for 7 hours
  7. temperatureunder reflux
  8. customAfter completion of the reaction
  9. extractionUndissolved materials in water were extracted with ethyl ether
  10. customremoved
  11. customPrecipitated crystals
  12. filtrationwere collected by filtration
  13. customdried

출처 및 근거

ORD 기록
ord-da25dd324d444ea195b905ca178bf557
출처 데이터셋
uspto-grants-1993_11
특허 번호
US05260320

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