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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44377Generated: October 29, 2026

Ethanol → 5,6,7,8-Tetrahydroquinazoline-2,4(1H,3H)-dione

https://huagongshe.com/reaction/44377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantUreaHCID 1176—
Reactant2-OxocyclohexanecarbonitrileHCID 220297—
SolventHydrochloric AcidHCID 313—
Product5,6,7,8-Tetrahydroquinazoline-2,4(1H,3H)-dioneHCID 471872—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 2-oxocyclohexanecarbonitrile (615 mg, 5.0 mmol) and urea (600 mg, 10.0 mmol) in 1.25 N HCl in EtOH (20 mL) was refluxed over night. After it was cooled down to 0° C., the precipitation was collected by filtration, washed with EtOH/H2O, and dried under vacuum overnight to give the product as a white solid. 1H NMR (400 MHz, CD3OD) δ1.67-1.80 (m, 4H), 2.25-2.29 (m, 2H), 2.38-2.42 (m, 2H). MS 167 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541421B2
Source datasetuspto-grants-2013_09
ORD IDord-83fd9f5accae48eb94cbb22e21e48926
Source noteuspto-grants-2013_09