Barium permanganate → HCID 14368607, compound

HRID 1710067Notes

Reaction equation

HRID 1710067 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:4][C:3]=1[C:18]([NH:20][C:21]1[S:22][CH:23]=[CH:24][N:25]=1)=[O:19].[Mn]([O-])(=O)(=O)=O.[Ba+2].[Mn]([O-])(=O)(=O)=O>ClCCl>[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:4]=[C:3]1[C:18]([NH:20][C:21]1[S:22][CH:23]=[CH:24][N:25]=1)=[O:19]

Participants

4

Reactant 2

HCID 24587Barium permanganateHCID 54716315HCID 54716315, compound

Product 1

HCID 14368607HCID 14368607, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred solution of 6.67 g of 1,2-dihydro-4-hydroxy-1-phenyl-N-(2-thiazolyl)-3-quinolinecarboxamide in 100 ml of dichloromethane was added, dropwise, a solution of 26.7 g of barium permanganate in 500 ml of dichloromethane. After stirring for six hours at room temperature the solution was filtered and evaporated. Recrystallization of the residue from chloroform yielded 5.70 g (86%) of 1,4-dihydro-4-oxo-1-phenyl-N-(2-thiazolyl)-3-quinolinecarboxamide, m.p. 290° C.

Workup

  1. filtrationwas filtered
  2. customevaporated
  3. customRecrystallization of the residue from chloroform

Sources & evidence

ORD record
ord-a9b917d8565b41e298ca78cdf093a961
Source dataset
uspto-grants-1990_08
Patent number
US04952588

Reaction notes

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