HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 36618Generated: October 29, 2026
Sodium hydride → HCID 14720860, compound
https://huagongshe.com/reaction/36618
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1H-Imidazole, 4,5-dichloro-1-(chloromethyl)- | HCID 14402692 | — |
| Reactant | 4-(6-Chloro-2-pyridinyloxy)phenol | HCID 14673606 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 14720860 | HCID 14720860 | 80.6% |
Reaction Steps
At room temperature (about 20° C.), 4.9 g of 4-(6-chloro-2-pyridinyloxy)-phenol in 40 ml of anhydrous dimethylformamide is dripped into 0.6 g of 100% strength sodium hydride in 20 ml of anhydrous dimethylformamide. The mixture is subsequently stirred for 30 minutes at 50° C, and then 4.2 g of 1-chloromethyl-4,5-dichloroimidazole in 20 ml of anhydrous dimethylformamide is dripped in at room temperature. This mixture is stirred for 2 hours at 60° C. and overnight at room temperature. It is then stirred into 200 ml of ice water and the solution is extracted three times with methyl tert-butyl ether. The organic phase is washed with 5% strength sodium hydroxide solution and water, and dried, and the solvent is evaporated off under reduced pressure. The crude product obtained is recrystallized from toluene. There is obtained 6.6 g of 1-[4-(6-chloro-2-pyridinyloxy)-phenoxymethyl]-4,5-dichloroimidazole: m.p.: 94°-98° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05416100 |
|---|
| Source dataset | uspto-grants-1995_05 |
|---|
| ORD ID | ord-d32386d5b1104b7c88d677d92e2a3a7a |
|---|
| Source note | uspto-grants-1995_05 |
|---|