Water → 6-Chloro-5-fluoro-2-oxo-1-indolinecarboxamide

HRID 487914

반응식

HRID 487914 반응식
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][C:7](=[O:11])[NH:8]2)=[CH:4][C:3]=1[F:12].ClS([N:17]=[C:18]=[O:19])(=O)=O.O>C(#N)C>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][C:7](=[O:11])[N:8]2[C:18]([NH2:17])=[O:19])=[CH:4][C:3]=1[F:12]

참가 물질

5

반응물 3

HCID 962WaterHCID 70918Chlorosulfonyl isocyanateHCID 97940836-Chloro-5-fluoroindolin-2-one

생성물 1

HCID 136476406-Chloro-5-fluoro-2-oxo-1-indolinecarboxamide수율 10.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a slurry of 6-chloro-5-fluoro-2-oxindole (0.04 mole) in acetonitrile (80 ml) was added chlorosulfonyl isocyanate (6.65 g, 0.047 mole) and the mixture was stirred for 45 minutes. Water (100 ml) was then added and the aqueous mixture was stirred for one hour. The precipitate which formed was filtered off and recrystallized from acetonitrile to give 0.92 g of the title product. Extraction of the filtrate from the aqueous reaction mixture with ethyl acetate (300 ml) followed by drying the extract over MgSO4 and then evaporating it under reduced pressure gave additional product. Recrystallization from acetonitrile gave an additional 2.2 g of product, m.p. 229°-231° C.

후처리

  1. stirringthe aqueous mixture was stirred for one hour
  2. customThe precipitate which formed
  3. filtrationwas filtered off
  4. customrecrystallized from acetonitrile

출처 및 근거

ORD 기록
ord-c88dea8392d84c72ba162669590206a9
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05298522

연결된 노트

불러오는 중…