HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-(3-Chloropropyl)-5,5-dimethyl-2,4-imidazolidinedione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylhydantoin | HCID 6491 | — |
| Reactant | 1-Bromo-3-chloropropane | HCID 8006 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(3-Chloropropyl)-5,5-dimethyl-2,4-imidazolidinedione | HCID 10655825 | — |
Reaction Steps
A mixture of 5,5-dimethylhydantoin (5.25 g), 1-bromo-3-chloropropane (8.5 mL), and Cs2CO3 (20.78 g) in 40 mL DMF was allowed to react overnight. The reaction was poured into 125 mL H2O, extracted with ether, and the combined extracts dried over MgSO4. The crude extract was filtered, then reduced in vacuo to yield a clear oil. The residue was chromatographed (50% EtOAc in hexanes) to yield 3-(3-chloropropyl)-5,5-dimethylimidazolidinedione as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07125865B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-a2004397838f4978bd246b99427c8017 |
| Source note | uspto-grants-2006_10 |