Hydrochloric Acid → HCID 13960209, compound

HRID 2413970Notes

Reaction equation

HRID 2413970 reaction equation
[F:1][C:2]1[CH:14]=[C:12]2[C:13]3[N:8]([CH:9]=[C:10]([C:16]([OH:18])=[O:17])[C:11]2=[O:15])[CH:7]([CH3:19])[CH2:6][C:5](=[O:20])[C:4]=3[C:3]=1[N:21]1[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23][CH2:22]1.[ClH:28]>[OH-].[Na+].C(O)C>[OH2:15].[ClH:28].[F:1][C:2]1[CH:14]=[C:12]2[C:13]3[N:8]([CH:9]=[C:10]([C:16]([OH:18])=[O:17])[C:11]2=[O:15])[CH:7]([CH3:19])[CH2:6][C:5](=[O:20])[C:4]=3[C:3]=1[N:21]1[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23][CH2:22]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 130128HCID 130128, compound

Product 1

HCID 13960209HCID 13960209, compoundYield 82.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

1.87 g (0.005 mole) of 9-fluoro-5-methyl-8-(4-methyl-1-piperazinyl)-6,7-dihydro-1,7-dioxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid was dissolved, at room temperature, in a mixture of 25 ml of 2N aqueous solution of sodium hydroxide and 5 ml of ethanol. This solution was adjusted to pH 1 by the addition of concentrated hydrochloric acid under cooling with ice. The crystals which separated out were collected by filtration and successively washed with small volumes of water and ethanol. These crystals were recrystallized from water to obtain 1.77 g (82.7% yield) of 9-fluoro-5-methyl-8-(4-methyl-1-piperazinyl)-6,7-dihydro-1,7-dioxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid hydrochloride monohydrate in the form of yellow crystals. These crystals had a melting point of 225°-228° C. (dec.).

Workup

  1. temperatureunder cooling with ice
  2. customThe crystals which separated out
  3. filtrationwere collected by filtration
  4. washsuccessively washed with small volumes of water and ethanol
  5. customThese crystals were recrystallized from water

Sources & evidence

ORD record
ord-5dc56e230ebe414bbba41ae9603242f9
Source dataset
uspto-grants-1988_01
Patent number
US04720495

Reaction notes

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