HCID 19592361, compound → HCID 19592484, compound

HRID 613583Notes

Reaction equation

HRID 613583 reaction equation
[Cl:1][C:2]1[CH:34]=[CH:33][CH:32]=[C:31]([Cl:35])[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]([CH2:17][O:18][CH3:19])=[C:12]2[O:20]C(=O)C1C(Cl)=CC=CC=1Cl)=[O:5]>C(O)C.[OH-].[Na+]>[Cl:1][C:2]1[CH:34]=[CH:33][CH:32]=[C:31]([Cl:35])[C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:16]=1[NH:15][CH:14]=[C:13]([CH2:17][O:18][CH3:19])[C:12]2=[O:20])=[O:5]

Participants

4

Reactant 1

HCID 19592361HCID 19592361, compound

Product 1

HCID 19592484HCID 19592484, compoundYield 101.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
90 °C

Procedure

A suspension of 8-(2,6-dichlorobenzoylamino)-4-(2,6-dichlorobenzoyloxy)-3-methoxymethylquinoline (4.88 g) in ethanol (100 ml) and 1N sodium hydroxide solution (30 ml) was stirred for 2 hours at 90° C. After evaporation, the residue was diluted with water, and the solution was neutralized with 1N hydrochloric acid. The resulting precipitates were collected by filtration and washed with water and diethyl ether to give 8-(2,6-dichlorobenzoylamino)-1,4-dihydro-3-methoxymethyl-4-oxoquinoline (3.41 g) as white powder.

Workup

  1. customAfter evaporation
  2. additionthe residue was diluted with water
  3. customThe resulting precipitates
  4. filtrationwere collected by filtration
  5. washwashed with water and diethyl ether

Sources & evidence

ORD record
ord-091fe1e5ad6a49c3b8106ea221f09a87
Source dataset
uspto-grants-1999_12
Patent number
US06008230

Reaction notes

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