Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanethiol | HCID 6343 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 7-Chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid | HCID 12790859 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 13565849 | HCID 13565849 | 182.6% |
Reaction Steps
A suspension of 0.54 g (2 mmol) 1-ethyl-7-chloro-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid in 10 ml N,N-dimethyl formamide was stirred at 60° C. and treated all at once with a solution of 0.56 g potassium hydroxide (10 mmol) and 1 ml (0.85 mmol) ethanethiol in 5 ml absolute ethanol. After 15 minutes the mixture was poured into 40 mmol 0.4 N hydrochloric acid containing ice. The precipitate was filtered, washed with ethanol and ether to afford 0.46 g of the title compound. A sample for analysis was crystallized from acetic acid, mp 219°-221° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04571396 |
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| Source dataset | uspto-grants-1986_02 |
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| ORD ID | ord-203da94061104feea3cc959c5211d9f4 |
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| Source note | uspto-grants-1986_02 |
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