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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535987Generated: October 30, 2026

Phosphorus pentachloride → 8-(4-Benzyloxy-phenyl)-2-chloro-1-propyl-1,7-dihydro-purin-6-one

https://huagongshe.com/reaction/535987

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus pentachlorideHCID 24819—
ReactantN-(6-Amino-2,4-dioxo-3-propyl-1,2,3,4-tetrahydro-pyrimidin-5-yl)-4-benzyloxy-benzamideHCID 67133662—
SolventPhosphorus oxychlorideHCID 24813—
Product8-(4-Benzyloxy-phenyl)-2-chloro-1-propyl-1,7-dihydro-purin-6-oneHCID 6749645130.2%

Reaction Steps

The above N-(6-amino-2,4-dioxo-3-propyl-1,2,3,4-tetrahydro-pyrimidin-5-yl)-4-benzyloxy-benzamide (1.0 g, 0.0025 mol) and phosphorous pentachloride (0.64 g, 0.0025 mol) were taken in phosphorous oxy chloride (25 ml) and refluxed for 20 hours The mixture was cooled and solvent was removed. The residue was dissolved in water (20 ml) and extracted with DCM (3×5 ml). The organic layer was washed with sat.NaHCO3 (30 ml) followed by saturated brine solution (2×30 ml) and dried over Na2SO4. Solvent was removed and the residue was further purified by column chromatography to obtain pure 8-(4-benzyloxy-phenyl)-2-chloro-1-propyl-1,7-dihydro-purin-6-one (0.298 g, 30%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859566B2
Source datasetuspto-grants-2014_10
ORD IDord-04db4b2903e44d9992e61275a57bf5dd
Source noteuspto-grants-2014_10