Hydrochloric Acid → HCID 70415709, compound

HRID 580446Notes

Reaction equation

HRID 580446 reaction equation
[CH3:1][N:2]([CH3:20])[N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:15])=[C:10](F)[C:11]=2[F:13])[C:6](=[O:16])[C:5]([C:17]([OH:19])=[O:18])=[CH:4]1.[NH:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1.N1C=CC=CC=1.[ClH:33]>O>[ClH:33].[CH3:20][N:2]([CH3:1])[N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:15])=[C:10]([N:21]3[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)[C:11]=2[F:13])[C:6](=[O:16])[C:5]([C:17]([OH:19])=[O:18])=[CH:4]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1049Pyridine2×HCID 4837PiperazineHCID 13558063HCID 13558063, compound

Product 1

HCID 70415709HCID 70415709, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2.86 g of 1-dimethylamino-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, 4.3 g of anhydrous piperazine and 30 ml of dry pyridine is heated at the boiling point under reflux for 6 hours. The pyridine is then stripped off in vacuo and 10 ml of water are added to the residue. The pH of the solution is brought to about 1 with concentrated hydrochloric acid and the precipitate is filtered off with suction in the cold and washed with a little ice-cold 10% strength hydrochloric acid and ethanol. After drying in vacuo at 100° C., 1.5 g of 1-dimethylamino-6,8-difluoro-7-(1-piperazinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid hydrochloride of decomposition point 284°-286° C. are obtained.

Workup

  1. temperatureis heated at the boiling point
  2. temperatureunder reflux for 6 hours
  3. additionare added to the residue
  4. filtrationthe precipitate is filtered off with suction in the cold and
  5. washwashed with a little ice-cold 10% strength hydrochloric acid and ethanol
  6. customAfter drying in vacuo at 100° C.

Sources & evidence

ORD record
ord-b5733775f6e840a1830466f580b0e45c
Source dataset
uspto-grants-1988_06
Patent number
US04753925

Reaction notes

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