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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12570Generated: October 25, 2026

Diethyl Ether → 5,6-Diphenyl-1-methyl-2(1H)-pyrimidinone

https://huagongshe.com/reaction/12570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantMethylureaHCID 11719—
ReactantHCID 178520855HCID 178520855—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
Product5,6-Diphenyl-1-methyl-2(1H)-pyrimidinoneHCID 3609352—

Reaction Steps

A solution of (Z)-3-hydroxy-2,3-diphenyl-propenal (105, 423 mg, 1.89 mmol), pTSA (30 mg, 7.56 mmol) and methyl urea (118 mg, 0.62 mmol) in toluene was heated at 110° C. overnight. The reaction was quenched with water, and the products were extracted with ethyl acetate. The organic layer was separated and washed with brine, and dried over MgSO4, and concentrated in vacuo to produce a yellow oil. The crude product was dissolved in CH2Cl2 and titrated with diethyl ether to give the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728014B2
Source datasetuspto-grants-2010_06
ORD IDord-14f27c1bba5a4c2dbfbfd7cb6108016d
Source noteuspto-grants-2010_06