Hydrochloric Acid → HCID 10427811, compound

HRID 1588733Notes

Reaction equation

HRID 1588733 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH3:12])[C:7](=[O:13])[C:6]([C:14]([O:16]CC)=[O:15])=[C:5]2[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[Cl:25].C(O)C.[OH-].[K+].Cl>O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH3:12])[C:7](=[O:13])[C:6]([C:14]([OH:16])=[O:15])=[C:5]2[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[Cl:25]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 10045043HCID 10045043, compound

Product 1

HCID 10427811HCID 10427811, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of ethyl 6-chloro-4-(2-chlorophenyl)-1,2-dihydro -1-methyl-2-oxoquinoline-3-carboxylate (1.3 g), ethanol (6.0 ml) and potassium hydroxide (0.6 g) was refluxed for 15 minutes. The mixture was diluted with water and acidified by addition of 2N-hydrochloric acid. The precipitated crystals were collected and recrystallized from ethanol to obtain colorless plates of 6-chloro-4-(2-chlorophenyl) -1,2-dihydro-1-methyl-2-oxo-3-quinolinecarboxylic acid (1.20 g, 85.0%). mp 197°-198° C.

Workup

  1. temperaturewas refluxed for 15 minutes
  2. customThe precipitated crystals were collected
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-81ada2f6de1c44e69615efe0c135572d
Source dataset
uspto-grants-1993_06
Patent number
US05223513

Reaction notes

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