HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → [1-(2-Fluoro-4-nitrophenyl)-1H-imidazol-4-yl]methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,2-Difluoro-4-nitrobenzene | HCID 123053 | — |
| Reactant | HCID 178519868 | HCID 178519868 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | [1-(2-Fluoro-4-nitrophenyl)-1H-imidazol-4-yl]methanol | HCID 10585933 | 75.4% |
Reaction Steps
3,4-Difluoronitrobenzene (23.85 g) was dissolved in acetonitrile (180 ml), followed by 4-hydroxymethylimidazole (14.7 g) and ethyldiisopropylamine (65.2 ml). The mixture was stirred and heated to reflux for 2 days. After cooling, acetonitrile was evaporated and the residue was shaken with a mixture of methyl t-butyl ether (200 ml) and water (100 ml), and the solid filtered. After washing with a mixture of methyl t-butyl ether (50 ml) and water (25 ml), the solid was dried in vacuo at 60° C. overnight, to give product (26.8 g) mp 157-159° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06194441B1 |
| Source dataset | uspto-grants-2001_02 |
| ORD ID | ord-500f1c97a36a47219b90d9aa58f8b06e |
| Source note | uspto-grants-2001_02 |