HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 2-Methyl-1-(4-nitro-2-(trifluoromethyl)phenyl)-1H-imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Fluoro-5-nitrobenzotrifluoride | HCID 94954 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Methyl-1-(4-nitro-2-(trifluoromethyl)phenyl)-1H-imidazole | HCID 59822451 | — |
Reaction Steps
To the solution of imidazole (2.20 g, 26.8 mmol) in 20 mL DMF at 0° C. under argon atmosphere is added with sodium hydride (60% dispersion in mineral oil, 1.43 g, 35.7 mmol) potion wise. After 15 min, 1-Fluoro-4-nitro-2-trifluoromethyl-benzene (5.0 g, 23.9 mmol) is added. The resulting reaction mixture is allowed to warm to room temperature and kept stirring for 2 hr. Then the reaction mixture is poured into 100 mL saturated NaHCO3 solution, extracted three times with 150 mL ethyl acetate. The organic extracts are washed with brine, and dried over MgSO4. Filtration and concentration under reduced pressure, afforded the title compound as white powder, which is directly used for the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08426404B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-35d6986f56634d6cacd0a4876a78e256 |
| Source note | uspto-grants-2013_04 |