Hydrochloric Acid → HCID 70416713, compound

HRID 580447Notes

Reaction equation

HRID 580447 reaction equation
[CH3:1][N:2]([CH3:22])[N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:17])=[C:10]([Cl:16])[C:11]=2[N+:13]([O-:15])=[O:14])[C:6](=[O:18])[C:5]([C:19]([OH:21])=[O:20])=[CH:4]1.[CH3:23][N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1.O1CCOCC1.Cl>O>[ClH:16].[CH3:1][N:2]([CH3:22])[N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:17])=[C:10]([N:27]3[CH2:28][CH2:29][N:24]([CH3:23])[CH2:25][CH2:26]3)[C:11]=2[N+:13]([O-:15])=[O:14])[C:6](=[O:18])[C:5]([C:19]([OH:21])=[O:20])=[CH:4]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 531671-MethylpiperazineHCID 13868701HCID 13868701, compound

Product 1

HCID 70416713HCID 70416713, compoundYield 83.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3.3 g of 1-dimethylamino-7-chloro-6-fluoro-8-nitro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, 3.1 g of 1-methylpiperazine and 25 ml of dioxane is refluxed for 3 hours. The solvent is stripped off in vacuo, the residue is suspended in 25 ml of H2O and the pH is brought to 1 with 10% strength hydrochloric acid. The precipitate is filtered off with suction in the cold and washed with a little cold 10% strength hydrochloric acid and ethanol. 3.6 g of 1-dimethylamino-6-fluoro-8-nitro-7-(4-methyl-1-piperazinyl)1,4-dihydro-4-oxo-3-quinolinecarboxylic acid hydrochloride of decomposition point 292°-294° C. are obtained.

Workup

  1. temperatureis refluxed for 3 hours
  2. filtrationThe precipitate is filtered off with suction in the cold and
  3. washwashed with a little cold 10% strength hydrochloric acid and ethanol

Sources & evidence

ORD record
ord-2872053e41364cc587d76b26eb6b3099
Source dataset
uspto-grants-1988_06
Patent number
US04753925

Reaction notes

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