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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570010Generated: October 28, 2026

Sodium ethoxide → Ethyl 2-(4-benzylpiperazino)-4-hydroxypyrimidine-5-acetate

https://huagongshe.com/reaction/570010

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ethoxideHCID 2723922—
Reactant4-Benzylpiperazine-1-carboxamidine hemisulfateHCID 2756652—
ReactantSodiumHCID 5360545—
ReactantEthyl 2-formylsuccinateHCID 20146413—
SolventEthanolHCID 702—
ProductEthyl 2-(4-benzylpiperazino)-4-hydroxypyrimidine-5-acetateHCID 17847073441%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04734418
Source datasetuspto-grants-1988_03
ORD IDord-22fb9a57e25647d3b953a73612a98a58
Source noteuspto-grants-1988_03