Hydrochloric Acid → chloro-N-(4-fluoro-3-nitrophenyl)methanesulfonamide

HRID 363289노트

반응식

HRID 363289 반응식
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[Cl:12][CH2:13][S:14](Cl)(=[O:16])=[O:15].Cl>N1C=CC=CC=1>[Cl:12][CH2:13][S:14]([NH:6][C:5]1[CH:7]=[CH:8][C:2]([F:1])=[C:3]([N+:9]([O-:11])=[O:10])[CH:4]=1)(=[O:16])=[O:15]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 677684-Fluoro-3-nitroanilineHCID 77054(Chloromethyl)sulfonyl chloride

생성물 1

HCID 18760842chloro-N-(4-fluoro-3-nitrophenyl)methanesulfonamide

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of 4-fluoro-3-nitroaniline (23.4 g, 0.15 mol) in anhydrous pyridine (120 mL) was added dropwise a solution of chloromethylsulfonyl chloride (22.35 g, 0.15 mol) at 0° C. under a nitrogen atmosphere. The mixture was then stirred at 0°-5° C. for 4 h and then the mixture was poured onto ice (1500 g) containing concentrated aqueous hydrochloric acid (300 mL). The mixture was filtered, and the residue was dissolved in methylene chloride (1200 mL). After drying (MgSO4) and concentration under reduced pressure, the crude product was dissolved in 1-chlorobutane:ether 9:1 v/v and passed through silica gel. The eluent was concentrated under reduced pressure to give the title compound of Step A.

후처리

  1. additionthe mixture was poured onto ice (1500 g)
  2. filtrationThe mixture was filtered
  3. dissolutionthe residue was dissolved in methylene chloride (1200 mL)
  4. customAfter drying
  5. concentration(MgSO4) and concentration under reduced pressure
  6. dissolutionthe crude product was dissolved in 1-chlorobutane:ether 9:1 v/v
  7. concentrationThe eluent was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-8fb31bb7dc764c4d8ff9f7380c1155b9
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05874382

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