HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 5-bromo-2-(5-methyl-1H-imidazol-1-yl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Bromo-2-fluorobenzonitrile | HCID 2724900 | — |
| Reactant | HCID 178418800 | HCID 178418800 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-bromo-2-(5-methyl-1H-imidazol-1-yl)benzonitrile | HCID 66960765 | 2.3% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
Potassium carbonate (2.07 g) was added to a DMF (20 mL) solution of 5-bromo-2-fluorobenzonitrile (2.00 g) and 4-methylimidazole (1.23 g) and the reaction solution was agitated at 100° C. for 4.5 hours. The reaction mixture was concentrated under reduced pressure, water and ethyl acetate were added to the residue, and the organic layer was partitioned. The organic layer was washed with a saturated saline solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent:hexane-ethyl acetate system), and 5-bromo-2-(4-methyl-1H-imidazol-1-yl)benzonitrile (962 mg) and 5-bromo-2-(5-methyl-1H-imidazol-1-yl)benzonitrile (60 mg) were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07667041B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-1eaa7cf9da5d426b9ace2b3b0fca8896 |
| Source note | uspto-grants-2010_02 |