Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nicotinic Acid | HCID 938 | — |
| Reactant | Metronidazole | HCID 4173 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Product | HCID 70170044 | HCID 70170044 | 171.5% |
Reaction Steps
The reaction mixture of nicotinic acid (1.23 g, 10 mmol) and thionyl chloride (3 ml) was refluxed for 2 h, the excessive thionyl chloride was evaporated under vacuum. The residue was dissolved in 5 ml of pyridine. To this solution, metronidazole (1.20 g, 7.0 mmol) was added. The mixture was stirred at 70° C. for 2 h. Pyridine was then removed under reduced pressure. The residue was dissolved in dichloromethane. The organic layer of CH2Cl2 was washed with saturated aqueous NaHCO3 solution, water, and brine, and then dried over MgSO4. The solvent was removed. The resulting pale yellow solid was recrystallized from ethyl alcohol to give 1.67 g (86.72%) 2-methyl-5-nitro-1H-imidazole-1-ethyl nicotinate. m.p.: 116-118° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06423707B1 |
|---|
| Source dataset | uspto-grants-2002_07 |
|---|
| ORD ID | ord-9d7b7c030e5d45118cb290816a20c59f |
|---|
| Source note | uspto-grants-2002_07 |
|---|