Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dabco | HCID 9237 | — |
| Reactant | 2-Phenylpiperazine | HCID 250673 | — |
| Reactant | Fluoroquinolonic acid | HCID 483180 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 13565039 | HCID 13565039 | 32% |
Reaction Steps
A mixture of 2.8 g (0.01 mols) of 7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, 1.8 g (0.011 mole) of 2-phenylpiperazine and 2.2 g (0.02 mole) of 1,4-diazabicyclo[2.2.2]octane in 6 ml of dimethyl sulphoxide is heated at 140° C. for 4 hours. The solution is concentrated under high vacuum, and the residue is stirred with 20 ml of water and the pH is adjusted to 7 with 2N hydrochloric acid. The precipitate is filtered off with suction, washed with water and methanol, and boiled in 30 ml of methanol. 1.3 g (32% of theory) of 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(3-phenyl-1-piperazinyl)-3-quinolinecarboxylic acid of melting point 218°-220° (with decomposition) is obtained (recrystallized from glycol monomethyl ether).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04599334 |
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| Source dataset | uspto-grants-1986_07 |
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| ORD ID | ord-25fcb9ce44e5406a8f0677d0977da05c |
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| Source note | uspto-grants-1986_07 |
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