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1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene) → Methyl 8-bromo-4-oxo-1,4-dihydroquinoline-6-carboxylate

HRID 1778263
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HRID 1778263 반응식
C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1.[Br:26][C:27]1[CH:28]=[C:29]([CH:34]=[CH:35][C:36]=1[NH:37][CH:38]=[C:39]1[C:44](=[O:45])OC(C)(C)OC1=O)[C:30]([O:32][CH3:33])=[O:31]>>[Br:26][C:27]1[CH:28]=[C:29]([C:30]([O:32][CH3:33])=[O:31])[CH:34]=[C:35]2[C:36]=1[NH:37][CH:38]=[CH:39][C:44]2=[O:45]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 118323992Methyl 3-bromo-4-(((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl)amino)benzoate

생성물 1

HCID 118324114Methyl 8-bromo-4-oxo-1,4-dihydroquinoline-6-carboxylate

실험 절차

To a flask with DOWTHERM (35 mL) at 210° C. was added methyl 3-bromo-4-(((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl)amino)benzoate (3.3 g, 8.59 mmol) in portions. The resulting solution was heated for 20 min and cooled down to room temperature. Solids were precipitated from the solution. To the reaction mixture was then added hexanes and the precipitate filtered. The solids were washed thoroughly with Et2O and hexanes and dried under vacuum to yield methyl 8-bromo-4-oxo-1,4-dihydroquinoline-6-carboxylate. (M+H)+: 282, 284

후처리

  • temperatureThe resulting solution was heated for 20 min
  • customSolids were precipitated from the solution
  • filtrationadded hexanes and the precipitate filtered
  • washThe solids were washed thoroughly with Et2O and hexanes
  • customdried under vacuum
  • 출처 및 근거

    ORD 기록
    ord-28498b60af3b45e889b0270398358159
    출처 데이터셋
    uspto-grants-2016_02
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US09266835B2

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