HuagongsheHuagongshe Chemistry Print Report · For research reference only
Malonic Acid → 6-Amidino-2-naphthyl 5-carboxyacetylaminomethylfuran-2-carboxylate hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Malonic Acid | HCID 867 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 6-Amidino-2-naphthyl 5-aminomethylfuran-2-carboxylate dihydrochloride | HCID 22398815 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 6-Amidino-2-naphthyl 5-carboxyacetylaminomethylfuran-2-carboxylate hydrochloride | HCID 70046056 | 57.5% |
Reaction Steps
To a mixture of 210 ml of DMF and 90 ml of pyridine were added 10 g of 6-amidino-2-naphthyl 5-aminomethylfuran-2-carboxylate dihydrochloride, 13.6 g of malonic acid and 320 mg of DMAP, then 10.8 g of DCC was added to the mixture with stirring and ice-cooling, and the mixture was stirred for 24 hours. The precipitate was removed by filtration and the filtrate was added dropwise to 3 l of acetone. The precipitate was collected by filtration to obtain 6.5 g of the intended product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05532267 |
| Source dataset | uspto-grants-1996_07 |
| ORD ID | ord-34fa5b17c47a4ce9b59ea870bd7ada9a |
| Source note | uspto-grants-1996_07 |