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5-Amino-1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid
cis-2,6-dimethylpiperazine
sparfloxacin
Conditions | Yield |
---|---|
With pyridine at 80℃; for 0.666667h; | 63% |
In N-methyl-acetamide |
1-cyclopropyl-5,6,7,8-tetrafluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid,ethyl ester
sparfloxacin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 79 percent / triethylamine / toluene / 1 h / Heating 2: 96 percent / acetic acid, aq. H2SO4 / 0.17 h / 100 °C 3: 63 percent / pyridine / 0.67 h / 80 °C View Scheme | |
Multi-step reaction with 4 steps 1: 79 percent / triethylamine / toluene / 1 h / Heating 2: 80 percent / H2 / 5percent Pd/C / acetic acid; ethanol / Ambient temperature 3: 94 percent / acetic acid, aq. H2SO4 / 0.17 h / 100 °C 4: 63 percent / pyridine / 0.67 h / 80 °C View Scheme |
ethyl 5-amino-1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate
sparfloxacin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 94 percent / acetic acid, aq. H2SO4 / 0.17 h / 100 °C 2: 63 percent / pyridine / 0.67 h / 80 °C View Scheme |
ethyl 5-(benzylamino)-1-cyclopropyl-6,7,8-trifluoro-4(1H)-oxoquinoline-3-carboxylate
sparfloxacin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 96 percent / acetic acid, aq. H2SO4 / 0.17 h / 100 °C 2: 63 percent / pyridine / 0.67 h / 80 °C View Scheme | |
Multi-step reaction with 3 steps 1: 80 percent / H2 / 5percent Pd/C / acetic acid; ethanol / Ambient temperature 2: 94 percent / acetic acid, aq. H2SO4 / 0.17 h / 100 °C 3: 63 percent / pyridine / 0.67 h / 80 °C View Scheme |
sparfloxacin
rac-Ala-OH
Conditions | Yield |
---|---|
In ethanol; water hot H2O-EtOH soln. of metal salt added to hot EtOH soln. of ligand and DL-alanine, stirred under reflux for 2 h, cooled; filtered, washed with EtOH, Et2O, dried in vac. desiccator over CaCl2; elem. anal.; | 95% |
Conditions | Yield |
---|---|
Stage #1: C14H16ClO2P With triethylamine In methanol for 0.666667h; Schlenk technique; Inert atmosphere; Stage #2: sparfloxacin In methanol for 0.166667h; Darkness; Schlenk technique; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 24h; | 92% |
sparfloxacin
rac-Ala-OH
Conditions | Yield |
---|---|
In ethanol; water hot H2O-EtOH soln. of metal salt added to hot EtOH soln. of ligand and DL-alanine, stirred under reflux for 2 h, cooled; filtered, washed with EtOH, Et2O, dried in vac. desiccator over CaCl2; elem. anal.; | 89% |
Conditions | Yield |
---|---|
In ethanol; water hot H2O-EtOH soln. of metal salt added to hot EtOH soln. of ligand, stirred under reflux for 2 h, cooled; filtered, washed with EtOH, Et2O, dried in vac. desiccator over CaCl2; elem. anal.; | 88% |
sparfloxacin
rac-Ala-OH
Conditions | Yield |
---|---|
In ethanol; water hot H2O-EtOH soln. of metal salt added to hot EtOH soln. of ligand and DL-alanine, stirred under reflux for 2 h, cooled; filtered, washed with EtOH, Et2O, dried in vac. desiccator over CaCl2; elem. anal.; | 87% |
Conditions | Yield |
---|---|
In ethanol; water hot H2O-EtOH soln. of metal salt added to hot EtOH soln. of ligand, stirred under reflux for 2 h, cooled; filtered, washed with EtOH, Et2O, dried in vac. desiccator over CaCl2; elem. anal.; | 87% |
formaldehyd
sparfloxacin
Conditions | Yield |
---|---|
Stage #1: formaldehyd; isoxazolo[3,4-b]quinolin-3(1H)-one; sparfloxacin With triethylamine In methanol at 20℃; Mannich Aminomethylation; Stage #2: With hydrogenchloride In methanol | 86% |
sparfloxacin
rac-Ala-OH
Conditions | Yield |
---|---|
In ethanol; water hot H2O-EtOH soln. of metal salt added to hot EtOH soln. of ligand and DL-alanine, stirred under reflux for 2 h, cooled; filtered, washed with EtOH, Et2O, dried in vac. desiccator over CaCl2; elem. anal.; | 85% |
Conditions | Yield |
---|---|
In ethanol; water hot H2O-EtOH soln. of metal salt added to hot EtOH soln. of ligand, stirred under reflux for 2 h, cooled; filtered, washed with EtOH, Et2O, dried in vac. desiccator over CaCl2; elem. anal.; | 85% |
Conditions | Yield |
---|---|
In ethanol; water hot H2O-EtOH soln. of metal salt added to hot EtOH soln. of ligand, stirred under reflux for 2 h, cooled; filtered, washed with EtOH, Et2O, dried in vac. desiccator over CaCl2; elem. anal.; | 85% |
sparfloxacin
Conditions | Yield |
---|---|
In methanol sparfloxacin dissolved in MeOH; soln. of Cd salt in MeOH added with stirring; refluxed at 80°C (water bath) for 4 h; vol. reduced by evapn.; filtered; ppt. washed with H2O and MeOH; dried under reduced pressure at room temp.; elem. anal.; | 83.9% |
2-chloro-N-(5-hexyl-[1,3,4]thiadiazol-2-yl)-acetamide
sparfloxacin
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 90℃; for 6h; | 82.6% |
Conditions | Yield |
---|---|
With potassium hydroxide In methanol soln. of sparfloxacin and KOH in MeOH added to soln. of ZnCl2 and bis(2-pyridyl)amine in MeOH; soln. allowed to evap. slowly for a few days; elem. anal.; | 82% |
Conditions | Yield |
---|---|
In neat (no solvent) for 0.5h; | 81% |
sparfloxacin
rac-Ala-OH
Conditions | Yield |
---|---|
In ethanol; water hot H2O-EtOH soln. of metal salt added to hot EtOH soln. of ligand and DL-alanine, stirred under reflux for 2 h, cooled; filtered, washed with EtOH, Et2O, dried in vac. desiccator over CaCl2; elem. anal.; | 78% |
sparfloxacin
Conditions | Yield |
---|---|
With triethylamine In ethanol; water for 15h; Michael Addition; Reflux; | 77% |
sparfloxacin
Conditions | Yield |
---|---|
With potassium hydroxide In methanol a MeOH soln. of 2 equiv. of F-compd. deprotonated with 2 equiv. of KOH was added to the Mo-compd. soln. in MeOH, reflux for 2.5 h; soln. was filtered and left to slowly evaporate for a few days, crystalswere filtered off, washed with MeOH and dried, elem. anal.; | 75% |
Conditions | Yield |
---|---|
In ethanol; water hot H2O-EtOH soln. of metal salt added to hot EtOH soln. of ligand, stirred under reflux for 2 h, cooled; filtered, washed with EtOH, Et2O, dried in vac. desiccator over CaCl2; elem. anal.; | 75% |
Conditions | Yield |
---|---|
In ethanol; water hot H2O-EtOH soln. of metal salt added to hot EtOH soln. of ligand, stirred under reflux for 2 h, cooled; filtered, washed with EtOH, Et2O, dried in vac. desiccator over CaCl2; elem. anal.; | 75% |
sparfloxacin
rac-Ala-OH
Conditions | Yield |
---|---|
In ethanol; water hot H2O-EtOH soln. of metal salt added to hot EtOH soln. of ligand and DL-alanine, stirred under reflux for 2 h, cooled; filtered, washed with EtOH, Et2O, dried in vac. desiccator over CaCl2; elem. anal.; | 75% |
sparfloxacin
Conditions | Yield |
---|---|
In methanol sparfloxacin dissolved in MeOH; soln. of Co salt in MeOH added with stirring; refluxed at 80°C (water bath) for 4 h; vol. reduced by evapn.; filtered; ppt. washed with H2O and MeOH; dried under reduced pressure at room temp.; elem. anal.; | 74.8% |
sparfloxacin
2-(chloroacetamido)-5-n-butyl-1,3,4-thiadiazole
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 90℃; for 6h; | 74.6% |
sparfloxacin
Conditions | Yield |
---|---|
With pyridine In benzene for 48h; Reflux; | 74.6% |
Conditions | Yield |
---|---|
In methanol sparfloxacin dissolved in MeOH; soln. of Zn salt in MeOH added with stirring; refluxed at 80°C (water bath) for 4 h; vol. reduced by evapn.; filtered; ppt. washed with H2O and MeOH; dried under reduced pressure at room temp.; elem. anal.; | 74% |
sparfloxacin
benzoyl chloride
Conditions | Yield |
---|---|
In methanol Reflux; | 73% |
Conditions | Yield |
---|---|
In ethanol; water hot H2O-EtOH soln. of metal salt added to hot EtOH soln. of ligand, stirred under reflux for 2 h, cooled; filtered, washed with EtOH, Et2O, dried in vac. desiccator over CaCl2; elem. anal.; | 72% |
Conditions | Yield |
---|---|
Stage #1: sparfloxacin With methanol; sodium Reflux; Stage #2: tricyclohexyltin(IV) chloride Reflux; | 72% |
pyridine
sparfloxacin
Conditions | Yield |
---|---|
With KOH In methanol KOH added to MeOH soln. of sparfloxacin; added to MeOH soln. of NiCl2; pyridine added; crystd. by slow evapn. after few d; elem. anal.; | 70% |
Conditions | Yield |
---|---|
Heating; | 70% |
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