Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1270075Generated: October 26, 2026

Acetic Acid → N-(tert-Butoxycarbonyl) Desethylene Ciprofloxacin

https://huagongshe.com/reaction/1270075

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantN-BOC-ethylenediamineHCID 187201—
ReactantFluoroquinolonic acidHCID 483180—
SolventDimethyl SulfoxideHCID 679—
ProductN-(tert-Butoxycarbonyl) Desethylene CiprofloxacinHCID 18448980—

Reaction Conditions

Temperature110 °C

Reaction Steps

In a sealed tube N-(tert-butoxycarbonyl)ethylenediamine (5 mL) was added to a solution of 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3 g) in DMSO (6 mL). The reaction mixture was stirred at 110° C. for 15 h. The reaction mixture was allowed to cool at 50° C. and was poured into ice, acetic acid was added to reach pH=5. A precipitate appeared and was separated by filtration and washed with ether to afford a 40:60 mixture of title compounds (4.4 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07202221B2
Source datasetuspto-grants-2007_04
ORD IDord-06c7b110dde7435897f8c57a644940fb
Source noteuspto-grants-2007_04