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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 342555Generated: October 31, 2026

1-benzyl-3-(3-chloropropyl)-5-methyl-2,4(1H,3H)-pyrimidinedione → 3-(3-chloropropyl)-5-methyl-2,4(1H,3H)-pyrimidinedione

https://huagongshe.com/reaction/342555

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-benzyl-3-(3-chloropropyl)-5-methyl-2,4(1H,3H)-pyrimidinedioneHCID 11119911—
CatalystPalladiumHCID 23938—
SolventAmmonium formate methanolHCID 86753564—
Product3-(3-chloropropyl)-5-methyl-2,4(1H,3H)-pyrimidinedioneHCID 1104183575.4%

Reaction Conditions

Temperature25 °C

Reaction Steps

A mixture of 1-benzyl-3-(3-chloropropyl)-5-methyl-2,4(1H,3H)-pyrimidinedione (1 g, 3.41 mmol), prepared as in Example 19, 10% palladium on carbon (1 g) and 0.1M ammonium formate/methanol (340 mL) was heated 3 hours at reflux under argon. The reaction mixture was allowed to cool to 25° C., then filtered and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with hexane-ethyl acetate (1:1) to give 3-(3-chloropropyl)-5-methyl-2,4(1H,3H)-pyrimidinedione (0.52 g, 2.57 mmol), m.p. 117°-121° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05859014
Source datasetuspto-grants-1999_01
ORD IDord-97df699b140b4ed1bcd97f5f7a02ca66
Source noteuspto-grants-1999_01