Hydrochloric Acid → HCID 13960227, compound

HRID 2413972Notes

Reaction equation

HRID 2413972 reaction equation
C([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2=[CH:17][C:18]([F:28])=[C:19]([N:20]3[CH2:25][CH2:24][N:23]([CH3:26])[CH:22]([CH3:27])[CH2:21]3)[C:12]3=[C:13]2[N:8]([CH:9]([CH3:30])[CH2:10][C:11]3=[O:29])[CH:7]=1)=[O:5])C.[OH-].[Na+].[ClH:33]>C(O)C>[OH2:3].[ClH:33].[F:28][C:18]1[CH:17]=[C:14]2[C:13]3[N:8]([CH:7]=[C:6]([C:4]([OH:5])=[O:3])[C:15]2=[O:16])[CH:9]([CH3:30])[CH2:10][C:11](=[O:29])[C:12]=3[C:19]=1[N:20]1[CH2:25][CH2:24][N:23]([CH3:26])[CH:22]([CH3:27])[CH2:21]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 53888048HCID 53888048, compound

Product 1

HCID 13960227HCID 13960227, compoundYield 73.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.08 g (0.005 mole) of 9-fluoro-5-methyl-8-(3,4-dimethyl-1-piperazinyl)-6,7-dihydro-1,7-dioxo-1H,5H-benzo-[ij]quinolizine-2-carboxylic acid ethyl ester was suspended in 5 ml of ethanol, 30 ml of a 2N aqueous solution of sodium hydroxide was added thereto, and this mixture was stirred at 15°-20° C. for 3 hours to hydrolyze the starting material. The resulting reaction 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 1.62 g (73.2% yield) of 9-fluoro-5-methyl-8-(3,4-dimethyl-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 226°-228° C. (dec.).

Workup

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

Sources & evidence

ORD record
ord-fb818a6a426f4f09af895bf79a8bc594
Source dataset
uspto-grants-1988_01
Patent number
US04720495

Reaction notes

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