1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene) → HCID 86591712, compound

HRID 1778291Notes

Reaction equation

HRID 1778291 reaction equation
C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1.[Cl:26][C:27]1[CH:52]=[CH:51][C:30]([C:31]([C:33]2[CH:38]=[CH:37][C:36]([NH:39][CH:40]=[C:41]3[C:46](=[O:47])OC(C)(C)OC3=O)=[CH:35][CH:34]=2)=[O:32])=[CH:29][CH:28]=1>>[Cl:26][C:27]1[CH:28]=[CH:29][C:30]([C:31]([C:33]2[CH:34]=[C:35]3[C:36](=[CH:37][CH:38]=2)[NH:39][CH:40]=[CH:41][C:46]3=[O:47])=[O:32])=[CH:51][CH:52]=1

Participants

3

Reactant 2

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 118324043HCID 118324043, compound

Product 1

HCID 86591712HCID 86591712, compound

Procedure

To a flask with DOWTHERM at 245° C. was added 5-(((4-(4-chlorobenzoyl)phenyl)amino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (3.3 g, 8.55 mmol) in portions. The resulting solution was heated for 10 min and cooled down to room temperature. Solids were precipitated from the solution. To the reaction mixture was added hexanes and the solids filtered. The solids were washed thoroughly with Et2O and hexanes and dried under vacuum to yield 6-(4-chlorobenzoyl)quinolin-4(1H)-one. (M+H)+: 284, 286.

Workup

  1. temperatureThe resulting solution was heated for 10 min
  2. customSolids were precipitated from the solution
  3. additionTo the reaction mixture was added hexanes
  4. filtrationthe solids filtered
  5. washThe solids were washed thoroughly with Et2O and hexanes
  6. customdried under vacuum

Sources & evidence

ORD record
ord-5534546bd5b141ceb18dc69ea5c89e22
Source dataset
uspto-grants-2016_02
Patent number
US09266835B2

Reaction notes

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