1-Ethylpiperazine → Enrofloxacin

HRID 466253

Reaction equation

HRID 466253 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:15])=[C:11](F)[CH:12]=3)[C:7](=[O:16])[C:6]([C:17]([OH:19])=[O:18])=[CH:5]2)[CH2:3][CH2:2]1.[CH2:20]([N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)[CH3:21]>O>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:15])=[C:11]([N:25]4[CH2:26][CH2:27][N:22]([CH2:20][CH3:21])[CH2:23][CH2:24]4)[CH:12]=3)[C:7](=[O:16])[C:6]([C:17]([OH:19])=[O:18])=[CH:5]2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 791961-EthylpiperazineHCID 52104221-Cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

Product 1

HCID 71188EnrofloxacinYield 94.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

26.5 parts by weight of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinoline-carboxylic acid and 35.3 parts by weight of 1-ethyl-piperazine in 200 parts by volume of water are heated under reflux for 90 minutes, and the mixture is cooled, brought to pH 7.5 using acid and worked up. 34.0 g (94.7%) of 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-ethyl-1-piperazinyl)-3-quinolinecarboxylic acid are obtained.

Workup

  1. temperatureunder reflux for 90 minutes
  2. temperaturethe mixture is cooled

Sources & evidence

ORD record
ord-fa040504073f4ee5bf6f535e4e34f5d9
Source dataset
uspto-grants-1992_10
Patent number
US05155223

Linked notes

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