Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474711Generated: October 27, 2026

Thiourea → 5-(2-Methoxypyrimidin-5-ylmethyl)-2-thiouracil

https://huagongshe.com/reaction/474711

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThioureaHCID 2723790—
Reactant(Z)-methyl 3-hydroxy-2-((2-methoxypyrimidin-5-yl)methyl)acrylateHCID 67773579—
SolventIsopropanolHCID 3776—
Product5-(2-Methoxypyrimidin-5-ylmethyl)-2-thiouracilHCID 2193624439.8%

Reaction Conditions

Temperature83 °C

Reaction Steps

A mixture of (Z)-methyl 3-hydroxy-2-((2-methoxypyrimidin-5-yl)methyl)acrylate (10 g, 42.0 mmol) and thiourea (6.39 g, 84 mmol) in isopropanol (200 mL) was heated at 83° C. overnight. After removing the solvent, the residue was dissolved in water, washed with diethyl ether twice and acidified with AcOH to pH=4.5. The resulting solid was filtered and concentrated in vacuo to afford the title compound (4.4 g, 16.70 mmol, 39.8% yield) as yellow solid. LCMS: rt=1.31 min, [M+H+]=251

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637536B2
Source datasetuspto-grants-2014_01
ORD IDord-ac3e70d33b65479681992891c78b5ba9
Source noteuspto-grants-2014_01