HCID 54716329, compound → HCID 14368608, compound

HRID 1710069Notes

Reaction equation

HRID 1710069 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[CH:26]=[N:25][CH:24]=[CH:23][N:22]=1)=[O:19]>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[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[CH:26]=[N:25][CH:24]=[CH:23][N:22]=1)=[O:19]

Participants

4

Reactant 1

HCID 54716329HCID 54716329, compound

Product 1

HCID 14368608HCID 14368608, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

A solution of 8.0 g of 1,2-dihydro-4-hydroxy-1-phenyl-N-(2-pyrazinyl)-3-quinolinecarboxamide in 250 ml of chloroform was treated with 33.0 g of activated manganese dioxide and stirred for six hours at room temperature. The slurry was filtered and evaporated. Recrystallization of the residue from chloroform yielded 5.46 g (90%) of 1,4-dihydro-4-oxo-1-phenyl-N-(2-pyrazinyl)-3-quinolinecarboxamide, m.p. 298°-300° C.

Workup

  1. filtrationThe slurry was filtered
  2. customevaporated
  3. customRecrystallization of the residue from chloroform

Sources & evidence

ORD record
ord-1a71cb34ffad4d5b9ecc17d33f70f758
Source dataset
uspto-grants-1990_08
Patent number
US04952588

Reaction notes

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