Piperazine → Ciprofloxacin EP IMpurity B

HRID 637946Notes

Reaction equation

HRID 637946 reaction equation
Cl[C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:18])[C:7]([C:15]([OH:17])=[O:16])=[CH:8][N:9]2[CH:12]2[CH2:14][CH2:13]2)=[CH:4][CH:3]=1.[NH:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>>[CH:12]1([N:9]2[C:10]3[C:5](=[CH:4][CH:3]=[C:2]([N:19]4[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]4)[CH:11]=3)[C:6](=[O:18])[C:7]([C:15]([OH:17])=[O:16])=[CH:8]2)[CH2:14][CH2:13]1

Participants

3

Reactant 2

HCID 4837PiperazineHCID 133851637-Chloro-1-cyclopropyl-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Product 1

HCID 483178Ciprofloxacin EP IMpurity B

Procedure

7-Chloro-1-cyclopropyl-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid is reacted with piperazine analogously to Example C to give 1-cyclopropyl-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid of decomposition point 298° to 300° C.

Sources & evidence

ORD record
ord-99b62c205c9f415ca2574526e7b2426f
Source dataset
uspto-grants-1985_12
Patent number
US04559342

Reaction notes

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