HuagongsheHuagongshe Chemistry Print Report · For research reference only
Metronidazole → HCID 86758374, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Metronidazole | HCID 4173 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 5-Nitro-2-Furoic Acid | HCID 12577 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86758374 | HCID 86758374 | 45.7% |
Reaction Steps
The reaction mixture of 5-Nitro-2-furoic acid (157 mg, 1.0 mmol), metronidazole (161 mg, 0.94 mmol), EDCI (260 mg, 1.3 mmol), DMAP (10 mg, 0.1 mmol) and THF (5 ml) was stirred at room temperature for 10 h. Evaporation of THF gave a residue which was dissolved in ethyl acetate. The organic layer of ethyl acetate was washed with H2O, 5% Na2CO3, H2O and brine, and then dried over MgSO4. The solvent was removed under vacuum. The resulting solid was recrystallized from C2H5OH to give 134 mg (44.6%) 2-methyl-5-nitro-1H-imidazole-1-ethyl 5-nitro-2-furoate. m.p.: 150-152° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06423707B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-f0e3e24034ac4ab59d4286b7282cb11f |
| Source note | uspto-grants-2002_07 |