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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 24608Generated: October 26, 2026

Sodium Iodide → 6-(2-Azidoethoxymethyl)-4-(3-chlorophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid (3-phenylpropyl) amide

https://huagongshe.com/reaction/24608

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantSodium AzideHCID 33557—
Reactant6-(2-Chloroethoxymethyl)-4-(3-chlorophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid (3-phenylpropyl)amideHCID 20758882—
SolventDimethylformamideHCID 6228—
Product6-(2-Azidoethoxymethyl)-4-(3-chlorophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid (3-phenylpropyl) amideHCID 20758880—

Reaction Conditions

Temperature60 °C

Reaction Steps

180 mg (0.389 mmol) of 6-(2-chloroethoxymethyl)-4-(3-chlorophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid (3-phenylpropyl)amide was dissolved in 10 ml of DMF. 38.0 mg (0.584 mmol) of sodium azide and 58.3 mg (0.389 mmol) of sodium iodide were added to the obtained solution, and they were stirred at 60° C. for 2 days. After the concentration under reduced pressure, the reaction mixture was diluted with ethyl acetate and then washed with saturated aqueous sodium hydrogencarbonate solution and saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by the silica gel chromatography (dichloromethane/methanol=100/1) to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06855716B2
Source datasetuspto-grants-2005_02
ORD IDord-d9f131ed77a94f699f7abaefa36ddcfa
Source noteuspto-grants-2005_02