Potassium Hydroxide → 1-Ethyl-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid

HRID 328567Notes

Reaction equation

HRID 328567 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([N:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)[CH:11]=2)[C:6](=[O:19])[C:5]([C:20]([O:22]CC)=[O:21])=[CH:4]1)[CH3:2].[OH-].[K+]>C(O)(=O)C>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([N:13]3[CH2:14][CH2:15][NH:16][CH2:17][CH2:18]3)[CH:11]=2)[C:6](=[O:19])[C:5]([C:20]([OH:22])=[O:21])=[CH:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 21442847HCID 21442847, compound

Product 1

HCID 132095001-Ethyl-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acidYield 101.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
90 °C

Procedure

To 2.0 g of ethyl 1,4-dihydro-1-ethyl-4-oxo-7-(1-piperazinyl)quinoline-3-carboxylate was added 10 ml of a 5% aqueous solution of potassium hydroxide. The mixture was heated at 90° C for 30 minutes with stirring and neutralized, under cooling, with acetic acid to separate out a solid which was collected, and recrystallized from a mixture of ethanol and water to give 1.85 g of the product, m.p. 272° - 275° C.

Workup

  1. customto separate out a solid which
  2. customwas collected
  3. customrecrystallized from a mixture of ethanol and water

Sources & evidence

ORD record
ord-a06af389730641308700c133f1bbb0ea
Source dataset
uspto-grants-1977_04
Patent number
US04017622

Reaction notes

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