Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2305380Generated: October 31, 2026

Sodium Hydroxide → 3-[(4-Chlorophenyl)methyl]-1,3,6,9-tetrahydro-6-thioxo-2H-purin-2-one

https://huagongshe.com/reaction/2305380

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus sulfide (P2S5)HCID 14817—
ReactantHCID 15462259HCID 15462259—
SolventPyridineHCID 1049—
Product3-[(4-Chlorophenyl)methyl]-1,3,6,9-tetrahydro-6-thioxo-2H-purin-2-oneHCID 15462260134.8%

Reaction Conditions

Temperature10 °C

Reaction Steps

11.06 g of 3-(4-chlorobenzyl)-xanthine and 11.34 g of phosphorus pentasulfide were heated under reflux in 112 ml of pyridine for 4 hours. After cooling to 10° C., 52 ml of 2N NaOH were added over 30 minutes. The mixture was evaporated to dryness, the residue suspended in 120 ml of water and the pH adjusted to 7.5. The solid was collected, redissolved in 150 ml of 1N NaOH, treated with 0.6 g of charcoal, filtered and neutralized to pH 7.0. The solid was collected again to give the title compound (10.07 g) mp 313-7° C.;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06440979B1
Source datasetuspto-grants-2002_08
ORD IDord-9bf41976c5014a09a80edd7adaa323f4
Source noteuspto-grants-2002_08