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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1262941Generated: October 31, 2026

Alloxan → 5-(2-chloro-3-thienyl)-2,4,6(1H,3H,5H)-pyrimidinetrione

https://huagongshe.com/reaction/1262941

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAlloxanHCID 5781—
Reactant3-Bromo-2-chlorothiopheneHCID 2724559—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product5-(2-chloro-3-thienyl)-2,4,6(1H,3H,5H)-pyrimidinetrioneHCID 20456472—

Reaction Steps

Following the method of Gronowitz et al. [Chemica Scripta 15, p. 2 (1980)], 2-chloro-3-bromothiophene is reacted with n-butyl lithium in ether at -70° C. After 15 minutes, the organolithium reagent is poured into a solution of alloxan in tetrahydrofuran at -70° C. The reaction mixture is allowed to warm to room temperature for 2 hours, and 5-(2-chloro-3-thienyl)-2,4,6(1H,3H,5H)-pyrimidinetrione isolated according to Example 5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04454320
Source datasetuspto-grants-1984_06
ORD IDord-57e9456397fa4d888db3ca43187e73b4
Source noteuspto-grants-1984_06