HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 2,4-Imidazolidinedione, 5,5-dimethyl-1,3-bis(trimethylsilyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Dimethylhydantoin | HCID 6491 | — |
| Reactant | Hexamethyldisilazane | HCID 13838 | — |
| Catalyst | Saccharin | HCID 5143 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2,4-Imidazolidinedione, 5,5-dimethyl-1,3-bis(trimethylsilyl)- | HCID 575142 | 152.6% |
Reaction Steps
80 ml of hexamethyldisilazane (0.38 mole) were added over 30 minutes to a refluxing suspension of 50 ml of toluene, 40 mg (0.22 mmole) of saccharin and 38.45 g (0.30 mole) of 5,5-dimethylhydantoin and evolution of ammonia started immediately. When half of the hexamethyldisilazane had been added, all solids had gone into solution and after the addition of the hexamethyldisilazane, reflux was continued for 1 hour. Toluene was distilled off and the residue was vacuum dried at 45° C. to obtain 79.0 g (97%) of 1,3-bis-(trimethylsilyl)-5,5-dimethylhydantoin melting at 46°-49° C. According to NMR analysis, the purity of the compound was 91%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04400509 |
| Source dataset | uspto-grants-1983_08 |
| ORD ID | ord-56c5abe9da744f2d8fb3905cfbb1fd19 |
| Source note | uspto-grants-1983_08 |