HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylurea → 1-Methylimidazolidine-2,4,5-trione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylurea | HCID 11719 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-Methylimidazolidine-2,4,5-trione | HCID 123196 | 94.3% |
Reaction Steps
To an ice-cold solution of 1-methylurea (200 mg, 2.70 mmol) in dry tetrahydrofuran (6 mL) was added oxalyl chloride (0.26 mL, 2.97 mmol) dropwise, under a nitrogen atmosphere. The reaction mixture was stirred at 0-5° for 2 h and then allowed to warm to room temperature for 1 h before being diluted with water. The product was extracted with ethyl acetate, and the extracts were washed with water, dried and evaporated to give the product as an off-white solid (326 mg, 94%), mp 146-149° C. (lit. 145-148° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221799B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-42307fbe258e4fb79331d1fb428ef5ab |
| Source note | uspto-grants-2015_12 |