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5-Chlorooxindole → N-isobutyryl-5-chloro-2-oxindole-1-carboxamide

HRID 637361
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HRID 637361 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[CH2:5]2.[C:12]([N:17]=[C:18]=[O:19])(=[O:16])[CH:13]([CH3:15])[CH3:14]>C1(C)C=CC=CC=1>[C:12]([NH:17][C:18]([N:7]1[C:8]2[C:4](=[CH:3][C:2]([Cl:1])=[CH:10][CH:9]=2)[CH2:5][C:6]1=[O:11])=[O:19])(=[O:16])[CH:13]([CH3:15])[CH3:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 1528015-ChlorooxindoleHCID 127486372-Methylpropanecarbonyl isocyanate

생성물 1

HCID 13647652N-isobutyryl-5-chloro-2-oxindole-1-carboxamide수율 23%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a stirred slurry of 8.38 g (0.05 mole) of 5-chloro-2-oxindole in 250 ml of toluene was added 6.79 g (0.06 mole) of isobutyryl isocyanate, and the reaction mixture was heated under reflux for 5.5 hours. The reaction mixture was cooled to room temperature, a small amount of insoluble material was removed by filtration, and then the solvent was removed by evaporation in vacuo. The residue was recrystallized from acetonitrile (with the aid of decolorizing carbon), followed by recrystallization from ethanol, to give 3.23 g of the title compound as pink crystals, m.p. 139°-141° C.

후처리

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 5.5 hours
  3. customa small amount of insoluble material was removed by filtration
  4. customthe solvent was removed by evaporation in vacuo
  5. customThe residue was recrystallized from acetonitrile (with the aid of decolorizing carbon),
  6. customfollowed by recrystallization from ethanol

출처 및 근거

ORD 기록
ord-4141470d1ce646a6b2d9c4e9de47d987
출처 데이터셋
uspto-grants-1985_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04556672

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