Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1-(2-Methoxyphenyl)piperazine | HCID 1346 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 12850294 | HCID 12850294 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 20510930 | HCID 20510930 | — |
Reaction Steps
To a cooled solution (0° C.) of 2 g of 1-(2-methoxyphenyl)piperazine and 2.1 g of triethylamine in 40 ml of ethanol is added 2.9 g of ethyl 3-acetyl-5-(bromomethyl)-2,3-dihydro-2-oxo-1H-imidazole-4-carboxylate. The resulting solution is stirred at 0° C. for 4 hours, 30 ml of ice-water is added and the mixture is filtered. One equivalent of hydrochloric acid is added to the filtrate and it is evaporated to dryness. The residue crystallizes from a mixture of ethanol and ethyl acetate (1:1) and is recrystallized from that solvent mixture to give ethyl 2,3-dihydro-5-[[4-(2-methoxyphenyl)-1-piperazinyl]methyl]-2-oxo-1H-imidazole-4-carboxylate hydrochloride melting at about 227° C. (dec.). The free base of this compound has the following structural formula: ##STR6##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04371737 |
|---|
| Source dataset | uspto-grants-1983_02 |
|---|
| ORD ID | ord-5bb4d4b78b384f6dae1386e5e186f748 |
|---|
| Source note | uspto-grants-1983_02 |
|---|