Pyridine → 4-[N-(4-fluoro-3-trifluoromethylphenyl)sulfamoyl)benzoic acid

HRID 248752

반응식

HRID 248752 반응식
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10].N1C=CC=CC=1.Cl[S:20]([C:23]1[CH:31]=[CH:30][C:26]([C:27]([OH:29])=[O:28])=[CH:25][CH:24]=1)(=[O:22])=[O:21].[OH-].[Na+]>ClCCl>[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][S:20]([C:23]2[CH:24]=[CH:25][C:26]([C:27]([OH:29])=[O:28])=[CH:30][CH:31]=2)(=[O:22])=[O:21])=[CH:4][C:3]=1[C:9]([F:10])([F:11])[F:12]

참가 물질

6

반응물 4

HCID 1049PyridineHCID 14798Sodium HydroxideHCID 753774-Fluoro-3-(trifluoromethyl)anilineHCID 823854-(Chlorosulfonyl)benzoic acid

생성물 1

HCID 36999904-[N-(4-fluoro-3-trifluoromethylphenyl)sulfamoyl)benzoic acid

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

10 g (55.8 mmol) of 4-fluoro-3-trifluoromethylaniline and 6 ml (74.3 mmol) of pyridine are dissolved in 250 ml of dichloromethane. The mixture is cooled with ice water and, under agitation and exclusion of moisture, 12.7 g (57.6 mmol) of 4-chlorosulfonylbenzoic acid is added in incremental portions. The mixture is stirred overnight; the slurry is combined with 75 ml of 2N sodium hydroxide solution, and the organic phase is separated. The alkaline solution is washed with dichloromethane and then adjusted to pH 2 with hydrochloric acid. The product is taken up in ethyl acetate. The solution is washed with water, dried over sodium sulfate and concentrated to dryness. The title compounds melts at 243-°245° C. after crystallization from ethanol.

후처리

  1. additionis added in incremental portions
  2. customthe organic phase is separated
  3. washThe alkaline solution is washed with dichloromethane
  4. washThe solution is washed with water
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated to dryness
  7. customThe title compounds melts at 243-°245° C. after crystallization from ethanol

출처 및 근거

ORD 기록
ord-b639f8a2c482415fbde171d119d57f67
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05210290

연결된 노트

불러오는 중…