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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1905879Generated: November 1, 2026

Sodium Hydroxide → 3,4-dihydro-6-(3,4-dihydroxyphenyl)-1,3-dimethyl-4-(2,4,6-trimethylphenylimino)-2(1H)-pyrimidinone

https://huagongshe.com/reaction/1905879

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant3,4-dihydro-6-(3,4-dimethoxyphenyl)-1,3-dimethyl-4-(2,4,6-trimethylphenylimino)-2(1H)-pyrimidinoneHCID 9843533—
SolventHydrogen BromideHCID 260—
Product3,4-dihydro-6-(3,4-dihydroxyphenyl)-1,3-dimethyl-4-(2,4,6-trimethylphenylimino)-2(1H)-pyrimidinoneHCID 13578213795%

Reaction Steps

A solution of 3,4-dihydro-6-(3,4-dimethoxyphenyl)-1,3-dimethyl-4-(2,4,6-trimethylphenylimino)-2(1H)pyrimidinone (5.0 g) in aqueous hydrobromic acid (47%) (50 ml) was refluxed for 1.5 hours. After being cooled to ambient temperature, the solution was neutralized with aqueous sodium hydroxide, and extracted with chloroform. The organic layer was washed with brine, dried over sodium sulfate, and evaporated. The resulting oil was crystallized from a mixture of diisopropyl ether and ethyl acetate (1:1 v/v) to give 3,4-dihydro-6-(3,4-dihydroxyphenyl)-1,3-dimethyl-4-(2,4,6-trimethylphenylimino)-2(1H)-pyrimidinone (4.41 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04649142
Source datasetuspto-grants-1987_03
ORD IDord-ed70c93cc5034cd09832164b650f27e9
Source noteuspto-grants-1987_03