HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → HCID 178466792, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 4'-Hydroxyacetophenone | HCID 7469 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(2-chloroethyl)-1H-imidazole hydrochloride | HCID 178478570 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178466792 | HCID 178466792 | — |
Reaction Steps
816 mg (6 mmol) of 4-hydroxyacetophenone, 251 mg (1.5 mmol) of 4-[2-chloroethyl]-1H-imidazole hydrochloride, 500 mg (3.6 mmol) of potassium carbonate and sodium iodide (catalyst) are stirred at 80° C. for 5 days in 5 ml of dimethylformamide. The reaction mixture is cooled, filtered and the filtrate is evaporated under reduced pressure to give an oily residue, from which 4-hydroxyacetophenone is extracted with ether at pH=1. Subsequent extraction with ethyl acetate at pH=9 gives the title compound. The latter was treated with oxalic acid in 2-propanol to give the oxalate of the title compound which is crystallized from a methanol/ether (10/1) mixture, M.p.: 178°-182° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05708171 |
| Source dataset | uspto-grants-1998_01 |
| ORD ID | ord-33222d5c3e74477ea5aecbacd88d0902 |
| Source note | uspto-grants-1998_01 |