Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 12795489 | HCID 12795489 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 12795490 | HCID 12795490 | 66.1% |
Reaction Steps
2.67 g of ethyl 6,8-difluoro-7-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate are suspended in 50 ml of dimethylformamide, and 0.46 g of 66% sodium hydride are added thereto. The suspension is stirred at room temperature until it ceases to release hydrogen gas. 3.12 g of ethyl iodide are added to the suspension, and said suspension is stirred at room temperature for 24 hours and then at 50° to 60° C. for 3 hours. The reaction mixture is condensed to dryness, and water is added to the residue. After stirring the aqueous mixture, insoluble materials are collected by filtration, washed with isopropanol and then dried. 1.95 g of ethyl 1-ethyl-6,8-difluoro-7-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate are thereby obtained as crystalline powder. Yield: 66%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04327101 |
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| Source dataset | uspto-grants-1982_04 |
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| ORD ID | ord-12caaa98c66b48239b68d6730ad82d9d |
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| Source note | uspto-grants-1982_04 |
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