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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925536Generated: October 31, 2026

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

https://huagongshe.com/reaction/925536

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 numberUS09284316B2
Source datasetuspto-grants-2016_03
ORD IDord-e5cf231a0ca448ba893247f5d4b34d54
Source noteuspto-grants-2016_03