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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 637948Generated: October 26, 2026

Ciprofloxacin → 1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-{4-[2-oxo-1-(methoxycarbonyl)-1-propyl]-1-piperazinyl}-3-quinolinecarboxylic acid

https://huagongshe.com/reaction/637948

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCiprofloxacinHCID 2764—
ReactantTriethylamineHCID 8471—
ReactantMethyl 2-chloroacetoacetateHCID 107332—
SolventDimethylformamideHCID 6228—
Product1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-{4-[2-oxo-1-(methoxycarbonyl)-1-propyl]-1-piperazinyl}-3-quinolinecarboxylic acidHCID 1333793144%

Reaction Steps

6.6 g (0.02 mole) of 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid are heated at 80° C. with 4.5 g of methyl 2-chloroacetoacetate and 4.2 g of triethylamine in 100 ml of dimethylformamide for 3 hours. The solution is then concentrated in vacuo, the residue is stirred with 50 ml of water and the resulting solid product is washed with water and methanol and recrystallised from glycol monomethyl ether. 3.9 g (44% of theory) of 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-{4-[2-oxo-1-(methoxycarbonyl)-1-propyl]-1-piperazinyl}-3-quinolinecarboxylic acid of decomposition point 224° to 228° C. are isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04559342
Source datasetuspto-grants-1985_12
ORD IDord-76c8c0f554984a2f93353489a4833afa
Source noteuspto-grants-1985_12