HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-[3-(Benzylthio)-2-oxopropyl]-1,5,5-trimethylimidazolidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl mercaptan | HCID 7509 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 21699976 | HCID 21699976 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-[3-(Benzylthio)-2-oxopropyl]-1,5,5-trimethylimidazolidine-2,4-dione | HCID 23133452 | 47.1% |
Reaction Steps
Benzyl mercaptan (256 μl, 2.2 mmol) was stirred with cesium carbonate (712 mg, 2.2 mmol) in dimethyl formamide (5 ml) at room temperature for 1 hour. 3-(3-bromo-2-oxopropyl)-1,5,5-trimethylimidazolidine-2,4-dione (552 mg, 1.99 mmol) prepared as in WO99/06361 was added and the mixture stirred 18 hours at room temperature. The reaction mixture was treated with water, extracted into ethyl acetate (3×25 ml), the organic phases combined, brine washed and dried. The product was purified by silica chromatography, eluting with 50% ethyl acetate/iso-hexane to give 300 mg product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07427631B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-6e946dd6dcad49b6b3f332608aa64abc |
| Source note | uspto-grants-2008_09 |