Sodium Carbonate → 3-(2,4-Difluorophenoxy)-4-(methanesulfonamido)benzamidoxime

HRID 1607691노트

반응식

HRID 1607691 반응식
[C:1]([C:3]1[CH:13]=[CH:12][C:6]([NH:7][S:8]([CH3:11])(=[O:10])=[O:9])=[C:5]([O:14][C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=2[F:22])[CH:4]=1)#[N:2].Cl.[NH2:24][OH:25].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C.O>[F:22][C:16]1[CH:17]=[C:18]([F:21])[CH:19]=[CH:20][C:15]=1[O:14][C:5]1[CH:4]=[C:3]([CH:13]=[CH:12][C:6]=1[NH:7][S:8]([CH3:11])(=[O:10])=[O:9])[C:1](=[N:24][OH:25])[NH2:2]

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 10358871N-[4-cyano-2-(2,4-difluorophenoxy)phenyl]methanesulfonamide

생성물 1

HCID 536416553-(2,4-Difluorophenoxy)-4-(methanesulfonamido)benzamidoxime수율 60.5%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

A mixture of 4'-cyano-2'-(2,4-difluorophenoxy)methanesulfonanilide (1.5 g), hydroxylamine hydrochloride (0.8 g), and sodium carbonate (1.2 g) in ethanol (21 ml) and water (32 ml) was refluxed for 13 hours. The mixture was concentrated and the residue was dissolved in water, acidified with diluted hydrochloric acid, and extracted with ethyl acetate. The extract was washed with water, dried, and concentrated. The residue was purified by column chromatography on silica gel (40 g) eluting with a mixture of toluene and ethyl acetate (1:1) to give colorless crystals of 3-(2,4-difluorophenoxy)-4-(methanesulfonamido)benzamidoxime (1.0 g).

후처리

  1. temperaturewas refluxed for 13 hours
  2. concentrationThe mixture was concentrated
  3. dissolutionthe residue was dissolved in water
  4. extractionextracted with ethyl acetate
  5. washThe extract was washed with water
  6. customdried
  7. concentrationconcentrated
  8. customThe residue was purified by column chromatography on silica gel (40 g)
  9. washeluting with a mixture of toluene and ethyl acetate (1:1)

출처 및 근거

ORD 기록
ord-1530706649d24d88a4125fbff8b6d784
출처 데이터셋
uspto-grants-1989_09
특허 번호
US04866091

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