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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1262943Generated: November 2, 2026

Diethyl Ether → 5-hydroxy-5-(2-methoxy-3-furyl)-2,4,6(1H,3H,5H)pyrimidinetrione

https://huagongshe.com/reaction/1262943

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantAlloxanHCID 5781—
Reactant3-Bromo-2-methoxythiopheneHCID 10465187—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product5-hydroxy-5-(2-methoxy-3-furyl)-2,4,6(1H,3H,5H)pyrimidinetrioneHCID 20456477—

Reaction Steps

2-Methoxy-3-bromothiophene is reacted with n-butyl lithium in ether at 0° to 5° C., following the method of Sornay et al. [Bull. soc. chim. Fr. (3), p. 999 (1971)]. The organolithium reagent is cooled to -10° to -20° C. and reacted with an equivalent of alloxan in tetrahydrofuran. The reaction mixture is allowed to warm to room temperature and 5-hydroxy-5-(2-methoxy-3-furyl)-2,4,6(1H,3H,5H)pyrimidinetrione isolated according to the method of Example 5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04454320
Source datasetuspto-grants-1984_06
ORD IDord-38944e87c62b4640b5e86a3db3638aa8
Source noteuspto-grants-1984_06