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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512121Generated: October 29, 2026

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

https://huagongshe.com/reaction/512121

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 2-oxocyclohexanecarboxylateHCID 95543—
SolventAcetic AcidHCID 176—
Product5,6,7,8-Tetrahydroquinazoline-2,4(1H,3H)-dioneHCID 47187239%

Reaction Conditions

Temperature180 °C

Reaction Steps

A mixture of ethyl 2-oxocyclohexanecarboxylate (66 g, 0.39 mol) and urea (68 g, 1.1 mol) was heated at 175-185° C. and stirred for 4-5 h. After cooled to 70° C., adjusted pH=13-14 by NaOH (a.q.), and then the mixture was stirred at 70° C. for 2 h. After cooled to r.t, the mixture was adjusted pH=6-7 by AcOH, and then extracted with DCM for several times. The combined organic layer was dried and evaporated to give the title compound (25 g, 39% yield) as brown solid which was set to do next step without any purification. MS: m/z 167.3 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102631B2
Source datasetuspto-grants-2015_08
ORD IDord-373dd0a4984641d7ada966109cec08df
Source noteuspto-grants-2015_08