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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 1-(2,4-Dichlorophenyl)-3-hydroxyurea | HCID 4295489 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(2,4-Dichlorophenyl)-1,2,4-oxadiazolidine-3,5-dione | HCID 22717700 | 81% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06737383B1 |
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| Source dataset | uspto-grants-2004_05 |
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| ORD ID | ord-b6435057ee3243468fa500dc1212dba6 |
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| Source note | uspto-grants-2004_05 |
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