Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474608Generated: October 27, 2026

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

https://huagongshe.com/reaction/474608

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThioureaHCID 2723790—
ReactantPotassium tert-butoxideHCID 23665647—
Reactantethyl(2Z)-3-hydroxy-2-(5-pyrimidinylmethyl)-2-propenoateHCID 60037935—
SolventIsopropanolHCID 3776—
Product5-(Pyrimid-5-ylmethyl)-2-thiouracilHCID 10966039—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of ethyl (2Z)-3-hydroxy-2-(5-pyrimidinylmethyl)-2-propenoate (3 g, 7.20 mmol) in isopropanol (30 ml) was added thiourea (1.1 g, 14.45 mmol) and potassium tert-butoxide (1 g, 8.91 mmol). The mixture was heated at 80° C. for 4 h. The solvent was evaporated and residue was dissolved in water, extracted with ether twice to remove impurity. The aqueous phase was acidified to PH 4 with AcOH, and white participate formed. The mixture was filtered to afford the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637536B2
Source datasetuspto-grants-2014_01
ORD IDord-0d224448ab5b46e2a50691e72cb7104b
Source noteuspto-grants-2014_01