HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium ethoxide → Ethyl 2-(4-benzylpiperazino)-4-hydroxypyrimidine-5-acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 4-Benzylpiperazine-1-carboxamidine hemisulfate | HCID 2756652 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | Ethyl 2-formylsuccinate | HCID 20146413 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 2-(4-benzylpiperazino)-4-hydroxypyrimidine-5-acetate | HCID 178470734 | 41% |
Reaction Steps
Added to an ethanol solution of sodium ethoxide, which had been prepared from 0.57 g (24.8 mmol) of sodium and 30 ml of EtOH, was 6.61 g (24.7 mmol) of 1-amidino-4-benzylpiperazine sulfate, followed by a dropwise addition of an ethanol solution (10 ml) of 5.0 g (24.7 mmol) of ethyl 2-formylsuccinate [the compound described in Ann. 363, 340] over 15 minutes. The resultant mixture was then refluxed for 4.5 hours. After cooling the reaction mixture, crystals were collected by filtration and then washed with water to obtain 3.65 g of the above-identified compound (yield: 41%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04734418 |
| Source dataset | uspto-grants-1988_03 |
| ORD ID | ord-22fb9a57e25647d3b953a73612a98a58 |
| Source note | uspto-grants-1988_03 |