HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ciprofloxacin → 1-Cyclopropyl-6-fluoro-1,4-dihydro-7-[4-(5-methyl-2-oxo-1,3-dioxol-4-yl-methyl)-1-piperazinyl]-4-oxo-3-quinolinecarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ciprofloxacin | HCID 2764 | — |
| Reactant | Potassium Bicarbonate | HCID 516893 | — |
| Reactant | 4-(Bromomethyl)-5-methyl-1,3-dioxol-2-one | HCID 10774141 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-Cyclopropyl-6-fluoro-1,4-dihydro-7-[4-(5-methyl-2-oxo-1,3-dioxol-4-yl-methyl)-1-piperazinyl]-4-oxo-3-quinolinecarboxylic acid | HCID 13673272 | — |
Reaction Steps
1.15 g (3.5 mmoles) of 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid are stirred in 20 ml of dimethylformamide with 0.85 g (4.4 mmoles) of 4-bromomethyl-5-methyl-1,3-dioxol-2-one and 0.42 g (4.2 mmoles) of powdered potassium bicarbonate for 3 days, while cooling with ice. The mixture is concentrated in vacuo, the residue is stirred with 20 ml of water, the resulting greasy product is dissolved in methanol and the solution is filtered. The filtrate is left to stand at room temperature for 2 days and the colorless crystals which have precipitated are isolated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04703047 |
| Source dataset | uspto-grants-1987_10 |
| ORD ID | ord-a73071cede0544c8b4b53d87ab259d7d |
| Source note | uspto-grants-1987_10 |