HCID 19592378, compound → HCID 19592998, compound

HRID 613500Notes

Reaction equation

HRID 613500 reaction equation
[Cl:1][C:2]1[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:16]=1[N:15]=[CH:14][C:13]([CH:17]([OH:19])[CH3:18])=[CH:12]2)=[O:5]>ClCCl.[O-2].[Mn+4].[O-2]>[C:17]([C:13]1[CH:14]=[N:15][C:16]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][C:7]=2[NH:6][C:4](=[O:5])[C:3]1[C:20]([Cl:24])=[CH:21][CH:22]=[CH:23][C:2]=1[Cl:1])(=[O:19])[CH3:18]

Participants

4

Reactant 1

HCID 19592378HCID 19592378, compound

Product 1

HCID 19592998HCID 19592998, compoundYield 18.1%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 8-(2,6-dichlorobenzoylamino)-3-(1-hydroxyethyl)quinoline (562 mg) in dichloromethane (20 ml) was added manganese (IV) oxide (2.71 g), and the mixture was stirred at ambient temperature overnight. Insoluble material was filtered off, and the filtrate was concentrated in vacuo. The residue was crystallized from ethanol to give 3-acetyl-8-(2,6-dichlorobenzoylamino)quinoline (101 mg).

Workup

  1. filtrationInsoluble material was filtered off
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe residue was crystallized from ethanol

Sources & evidence

ORD record
ord-2734e2bccdaa4fbbb9007e044c7547b2
Source dataset
uspto-grants-1999_12
Patent number
US06008230

Reaction notes

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