Sodium Methoxide → HCID 18918207, compound

Participants

Reaction Steps

2.16 g of 1-ethyl-6,8-difluoro-1,4-dihydro-4-oxo-7-[4-(4-acetamidobenzenesulfonyl)-1-piperazinyl]-3-quinolinecarboxylic acid obtained in Example 1 is dissolved in 100 ml of dimethylformamide (DMF). To this is added 7.72 g of 28% sodium methylate and the mixture is refluxed for 2 hours while heating. Then, the reaction mixture is concentrated under reduced pressure. To the residue is added water to dissolve and the solution is neutralized with 2N hydrochloric acid. The precipitated crystals are collected by filtration to give 2.0 g of 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-[4-(4-acetamidobenzenesulfonyl)-1-piperazinyl]-8-methoxy-3-quinolinecarboxylic acid. This is suspended in 2N sodium hydroxide solution, and the suspension is refluxed for 2 hours while stirring. The reaction mixture is adjusted to pH 7.0 with acetic acid. The precipitated crystals are collected by filtration and washed with water to give 1.22 g of the titled compound. Melting point: 145° C. (decomp.)

Provenance & Evidence