HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Ethyl 1-cyclopropyl-7-(ethoxycarbonyl-isocyanomethyl)-6,8-difluoro-1,4-dihydro-4-oxo-3-quinoline-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl isocyanoacetate | HCID 533707 | — |
| Reactant | 1-Cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid Ethyl Ester | HCID 535415 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Ethyl 1-cyclopropyl-7-(ethoxycarbonyl-isocyanomethyl)-6,8-difluoro-1,4-dihydro-4-oxo-3-quinoline-carboxylate | HCID 22167259 | 28.5% |
Reaction Steps
2.7 g of ethyl 1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinoline-carboxylate and 1.92 g of ethyl isocyanoacetate are initially introduced into 30 ml of dioxane. 1.91 g of potassium tert-butoxide are added and the mixture is heated to reflux for 3 hours. 0.39 g of potassium tert-butoxide is then added once more and the mixture is once more boiled for 2 hours. It is then diluted using water, acidified using HCl and the solid is isolated. After separation on silica gel (eluant CH2Cl2 /MeOH 95/5), 1.0 g of the title compound is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04956465 |
| Source dataset | uspto-grants-1990_09 |
| ORD ID | ord-0238a271edfe45d891535660d0c02662 |
| Source note | uspto-grants-1990_09 |