HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 4-Chloro-6-(1H-imidazol-1-yl)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4,6-Dichloropyrimidine | HCID 70943 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Chloro-6-(1H-imidazol-1-yl)pyrimidine | HCID 2757612 | 67.2% |
Reaction Steps
A mixture of 4,6-dichloropyrimidine (5 g, 33.56 mmol), imidazole (2.28 g, 33.56 mmol) and potassium carbonate (4.63 g, 33.56 mmol) in DMF (50 ml) is stirred at room temperature over night. The mixture is diluted with four volumes of water and extracted with dichloromethane. The organic extract is concentrated under reduced pressure and eluted through silica gel with a mixture of ethyl acetate and methanol (9:1). Evaporation of solvent and trituration of the residue with a mixture of diethyl ether and petroleum ether (1:1) leaves 15b (4.07 g, 67%). Mp 198-200° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05922724 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-d8e70efc20384575b75fc991697afd85 |
| Source note | uspto-grants-1999_07 |