HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus pentachloride → 1-(1,3-diisopropyldibenzo[b,d]furan-4-yl)-2-phenyl-4,5-dihydro-1H-imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus pentachloride | HCID 24819 | — |
| Reactant | N-(2-chloroethyl)benzamide | HCID 101439 | — |
| Reactant | 1,3-Diisopropyldibenzo[b,d]furan-4-amine | HCID 58400957 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 1-(1,3-diisopropyldibenzo[b,d]furan-4-yl)-2-phenyl-4,5-dihydro-1H-imidazole | HCID 58401032 | 55.9% |
Reaction Steps
N-(2-chloroethyl)benzamide (6.3 g, 34 mmol) and PCl5 (7.9 g, 38 mmol) were suspended in xylene (75 mL) and refluxed for two hours. Then 1,3-diisopropyldibenzo[b,d]furan-4-amine (10 g, 38 mmol) was added. The mixture was refluxed overnight. After cooling by ice-bath, no precipitation was observed. The mixture was concentrated and the residue was washed with small amount of toluene and hexane. The crude 1-(1,3-diisopropyldibenzo[b,d]furan-4-yl)-2-phenyl-4,5-dihydro-1H-imidazole (7.5 g, 19 mmol, 54.8% yield) was used without further purification for the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156870B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-f0de1c6066184c28b691f80f4b83c027 |
| Source note | uspto-grants-2015_10 |