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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1262940Generated: November 1, 2026

Alloxan → 5-(3-bromo-2-furyl)-2,4,6(1H,3H,5H)pyrimidinetrione

https://huagongshe.com/reaction/1262940

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAlloxanHCID 5781—
Reactant2,3-DibromofuranHCID 7021501—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product5-(3-bromo-2-furyl)-2,4,6(1H,3H,5H)pyrimidinetrioneHCID 20456476—

Reaction Conditions

Temperature-20 °C

Reaction Steps

n-Butyl lithium is reacted with 2,3-dibromofuran in ether at -70° C. according to the procedure of Zaluski et al. [Bull. soc. chim. Fr., p. 1843 (1970)] and Sornay et al. [loc. cit., p. 990 (1971)]. The reaction mixture is warmed to -20° C. and an equivalent of anhydrous alloxan in tetrahydrofuran is added dropwise. Reaction is allowed to proceed to completion by warming to room temperature for 2 hours. The product, 5-(3-bromo-2-furyl)-2,4,6(1H,3H,5H)pyrimidinetrione is 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-ee2338c44d584f738f38a1872c542862
Source noteuspto-grants-1984_06