HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Furo[3,4-b]quinoline-1,3-dione → 2-[(1-Carbamoyl-1,2-dimethylpropyl)carbamoyl]-3-quinolinecarboxylic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Furo[3,4-b]quinoline-1,3-dione | HCID 4325463 | — |
| Edukt | 2-Amino-2,3-dimethylbutanamide | HCID 9793773 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 2-[(1-Carbamoyl-1,2-dimethylpropyl)carbamoyl]-3-quinolinecarboxylic acid | HCID 13474736 | — |
Reaktionsschritte
A solution of 2,3-quinolinedicarboxylic anhydride (0.37 mol) in tetrahydrofuran (THF, 250 mL) is stirred at 5° C. under a drying tube, and a solution of 2-amino-2,3-dimethylbutyramide (0.37 mol) in THF (50 mL) added thereto, in small increments, over a 15 minute period. The reaction mixture is allowed to warm slowly to room temperature for an extended period of time, i.e. about 17 hours. The solvent is evaporated in vacuo to afford a gummy residue, which is triturated with hot ethyl acetate (400 mL) and then filtered to afford the desired 2-[(1-carbamoyl-1,2-dimethylpropyl)carbamoyl]-3-quinolinecarboxylic acid, mp 172.5°-173.5° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04769462 |
| Quelldatensatz | uspto-grants-1988_09 |
| ORD ID | ord-20bc0f060c4749d48b1c0877fc3ce242 |
| Quellennotiz | uspto-grants-1988_09 |