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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1425647Generated: October 25, 2026

Water → (e)-3-(4-Chlorophenyl)-n-[1-(2,2-diethoxyethyl)-2-oxo-1,2-dihydropyrimidin-4-yl]-acrylamide

https://huagongshe.com/reaction/1425647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Chlorocinnamic acidHCID 637797—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 68900639HCID 68900639—
SolventDimethylformamideHCID 6228—
Product(e)-3-(4-Chlorophenyl)-n-[1-(2,2-diethoxyethyl)-2-oxo-1,2-dihydropyrimidin-4-yl]-acrylamideHCID 6890250868%

Reaction Conditions

Temperature70 °C

Reaction Steps

P-chloro cinnamic acid (1.84 g, 10 mM), 4-amino-1-(2,2-diethoxyethyl)-1H-pyrimidin-2-one (b, 3.00 g, 15 mM), 1-hydroxybenztriazolemonohydrate (2.30 g, 15 mM) and 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride (2.90 g, 15 mM) were suspended in N,N-dimethylformamide (20 mL) and stirred at 70° C. for 5 hours. After the reaction mixture was cooled to room temperature, water (20 mL) was added and stirred at room temperature. The crystal precipitated from the reaction mixture was filtered to afford 2.48 g of the desired compound (E)-3-(4-chlorophenyl)-N-[1-(2,2-diethoxyethyl)-2-oxo-1,2-dihydropyrimidin-4-yl]-acrylamide (c) (yield 68%, colorless crystal).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933012B2
Source datasetuspto-grants-2015_01
ORD IDord-6d667ba75eab499d8601ca4de029d744
Source noteuspto-grants-2015_01