HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylhydantoin → HCID 3028675, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylhydantoin | HCID 6491 | — |
| Reactant | Propargyl bromide | HCID 7842 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | HCID 3028675 | HCID 3028675 | 96.4% |
Reaction Steps
To a stirred solution of 5,5-dimethylhydantoin (10 g, 78 mmole) in methyl ethyl ketone (500 mL) at room temperature was added potassium carbonate (13 g, 94.1 mmole), followed by propargyl bromide (14 g, 80% in toluene, 94.1 mmole). The reaction mixture was then refluxed for 2.5 hr. The mixture was cooled to room temperature and the solid was filtered by suction filtration. The filtrate was concentrated on a rotary evaporator to give 12.5 g (96%) of 3-(2-propynyl)-5,5-dimethylhydantoin as a yellow solid, mp=156°-160° C. An NMR spectrum showed the desired product with a purity about 95%. This intermediate was subjected to the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05346913 |
| Source dataset | uspto-grants-1994_09 |
| ORD ID | ord-023363f932584fce805fe0186854a18b |
| Source note | uspto-grants-1994_09 |