HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Diethyl 1-(2-nitrophenyl)-1H-imidazole-4,5-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Fluoro-2-nitrobenzene | HCID 73895 | — |
| Reactant | Diethyl 1H-imidazole-4,5-dicarboxylate | HCID 350670 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Diethyl 1-(2-nitrophenyl)-1H-imidazole-4,5-dicarboxylate | HCID 13309859 | 81.7% |
Reaction Steps
To a solution of o-fluoronitrobenzene (106 g) and imidazole 4,5-dicarboxylic acid diethyl ester (106 g) in one liter of N,N-dimethyl formamide (DMF) was added anhydrous potassium carbonate (200 g). The reaction mixture was stirred vigorously for at least four hours. After removal of solvent under oil pump vacuum, the residue was treated with water, then extracted with chloroform (300 ml×3). The combined chloroform extracts were washed with water, dried by magnesium sulfate, then concentrated under vacuum to an oil. Upon treatment with ether, the oil was solidified and the product was obtained as a white solid (136 g, 81% yield). Recrystallized from chloroform-hexane, m.p. 93°-95° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04440929 |
| Source dataset | uspto-grants-1984_04 |
| ORD ID | ord-b1eac2400ee844e2a7b3c94ea815c4bf |
| Source note | uspto-grants-1984_04 |