Benzenesulfonyl chloride → N-Propyl-N-(2-hydroxyethyl)benzenesulfonamide

HRID 1635080노트

반응식

HRID 1635080 반응식
[CH2:1]([NH:4][CH2:5][CH2:6][OH:7])[CH2:2][CH3:3].[C:8]1([S:14](Cl)(=[O:16])=[O:15])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(N(CC)CC)C>C(Cl)Cl>[CH2:1]([N:4]([CH2:5][CH2:6][OH:7])[S:14]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[O:16])=[O:15])[CH2:2][CH3:3]

참가 물질

5

반응물 3

HCID 7369Benzenesulfonyl chlorideHCID 8471TriethylamineHCID 853822-(Propylamino)ethanol

생성물 1

HCID 18675618N-Propyl-N-(2-hydroxyethyl)benzenesulfonamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

At 0° C., 5.16 g (50 mmol) of N-propylethanolamine were introduced into 70 ml of methylene chloride, and 9.7 g (55 mmol) of benzenesulfonyl chloride and 7.6 g (75 mmol) of triethylamine were added successively. After 2 hours of stirring at 0° C., the mixture was allowed to warm to room temperature, stirring was continued for a further hour and the mixture was then extracted with 1M hydrochloric acid and subsequently with 2M aqueous sodium hydroxide solution. The organic phase was dried over Na2SO4, filtered, concentrated and the resulting residue (13.2 g) was chromatographed over silica gel (methylene chloride/methanol 19:1). Yield: 7.4 g as an oil which was directly reacted further.

후처리

  1. additionwere added successively
  2. temperatureto warm to room temperature
  3. stirringstirring
  4. waitwas continued for a further hour
  5. extractionthe mixture was then extracted with 1M hydrochloric acid and subsequently with 2M aqueous sodium hydroxide solution
  6. dry with materialThe organic phase was dried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customthe resulting residue (13.2 g) was chromatographed over silica gel (methylene chloride/methanol 19:1)
  10. customYield: 7.4 g as an oil which was directly reacted further

출처 및 근거

ORD 기록
ord-b3465bdbcac6485f9fbde1792e9f90fa
출처 데이터셋
uspto-grants-2003_01
특허 번호
US06509341B1

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