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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1582553Generated: October 25, 2026

1,1'-Carbonyldiimidazole → 4-(2,4-Dichlorophenyl)-1,2,4-oxadiazolidine-3,5-dione

https://huagongshe.com/reaction/1582553

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant1-(2,4-Dichlorophenyl)-3-hydroxyureaHCID 4295489—
SolventTetrahydrofuranHCID 8028—
Product4-(2,4-Dichlorophenyl)-1,2,4-oxadiazolidine-3,5-dioneHCID 2271770081%

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of 4.2 g (19 mmol) of the compound of step A in tetrahydrofuran (20 mL) was treated with carbonyldiimidazole (3.2 g, 19 mmol). The mixture was stirred at 25° C. for 16 h. Some precipitated imidazole was filtered off and the filtrate was concentrated under reduced pressure. The residue was partitioned between 1N HCl (20 mL) and ethyl acetate (50 mL). The organic layer was dried over magnesium sulfate and concentrated to an oil which solidified to give 3.8 g of the title compound of Step B as a solid melting at 104-107° C. It was used directly for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06737383B1
Source datasetuspto-grants-2004_05
ORD IDord-b6435057ee3243468fa500dc1212dba6
Source noteuspto-grants-2004_05