Chlorosulfonic acid → 4-Fluoro-2-(trifluoroacetylaminomethyl)benzenesulfonyl chloride

HRID 927985노트

반응식

HRID 927985 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][CH:15]=1)[CH2:5][NH:6][C:7](=[O:12])[C:8]([F:11])([F:10])[F:9].[Cl:16][S:17](O)(=[O:19])=[O:18]>>[F:1][C:2]1[CH:15]=[CH:14][C:13]([S:17]([Cl:16])(=[O:19])=[O:18])=[C:4]([CH2:5][NH:6][C:7](=[O:12])[C:8]([F:10])([F:11])[F:9])[CH:3]=1

참가 물질

3

반응물 2

HCID 24638Chlorosulfonic acidHCID 624921483-Fluoro-N-trifluoroacetylbenzylamine2회

생성물 1

HCID 867133204-Fluoro-2-(trifluoroacetylaminomethyl)benzenesulfonyl chloride

반응 조건

온도
70 °C

실험 절차

3-Fluoro-N-trifluoroacetylbenzylamine (Intermediate 105, 1.11 g) was added portionwise to chlorosulfonic acid (5 mL), while stirring and cooling in an ice bath. On completion of the addition, the ice bath was removed and the mixture was allowed to come to room temperature then heated to 70° C. for 3 hours. After cooling, the mixture was slowly added to ice and the resultant suspension was extracted with ethyl acetate, washed with water, dried (MgSO4) and filtered. The filtrate was evaporated to dryness to give 4-fluoro-2-(trifluoroacetylaminomethyl)benzenesulfonyl chloride (1.53 g) as a brown solid.

후처리

  1. temperaturecooling in an ice bath
  2. additionOn completion of the addition
  3. customthe ice bath was removed
  4. customto come to room temperature
  5. temperatureAfter cooling
  6. additionthe mixture was slowly added to ice
  7. extractionthe resultant suspension was extracted with ethyl acetate
  8. washwashed with water
  9. dry with materialdried (MgSO4)
  10. filtrationfiltered
  11. customThe filtrate was evaporated to dryness

출처 및 근거

ORD 기록
ord-a5b1c0dd3dab46a2bff280948a2c43a7
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290472B2

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