Hydrochloric Acid → HCID 12733928, compound

HRID 544216Notes

Reaction equation

HRID 544216 reaction equation
C([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[CH:10][C:11]([N:18]3[CH2:23][CH2:22][N:21](C(=O)C)[CH2:20][CH2:19]3)=[C:12]([F:17])[CH:13]=2)[N:8]([CH2:27][CH2:28][Cl:29])[CH:7]=1)=[O:5])C.[OH-].[Na+].O.Cl>C(O)C>[ClH:29].[CH:27]([N:8]1[C:9]2[C:14](=[CH:13][C:12]([F:17])=[C:11]([N:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)[CH:10]=2)[C:15](=[O:16])[C:6]([C:4]([OH:5])=[O:3])=[CH:7]1)=[CH2:28]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 12733926HCID 12733926, compound

Product 1

HCID 12733928HCID 12733928, compoundYield 88.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of the 1-(2-chloroethyl)-6-fluoro-7-(4-acetyl-1-piperazinyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (65 mg) (0.153 millimole), NaOH (0.10 g), H2O (1 ml), and ethanol (1 ml) was heated at 95°-100° C. for 4 hours under stirring. After cooling, the reaction mixture was acidified with hydrochloric acid, and evaporated under vacuum. The residue was recrystallized from a mixture of water and ethanol to obtain 48 mg of 1-vinyl-6-fluoro-7-(1-piperazinyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid hydrochloride.

Workup

  1. temperaturewas heated at 95°-100° C. for 4 hours
  2. temperatureAfter cooling
  3. customevaporated under vacuum
  4. customThe residue was recrystallized from a mixture of water and ethanol

Sources & evidence

ORD record
ord-bd8319b5980a405ca13e77fe77838d5e
Source dataset
uspto-grants-1984_05
Patent number
US04448962

Reaction notes

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