Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Chloro-2-methyl-1-propene | HCID 11241 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 15065991 | HCID 15065991 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 15032033 | HCID 15032033 | 91.6% |
Reaction Steps
In a 100 ml three necked flask is placed 10 g (0.055 mol) of N-methallyl-5,5-dimethylhydantoin in 100 ml DMF under nitrogen. The solution is cooled to 15° C. and 2.7 g of sodium hydride/mineral oil is added. The reaction is stirred for 2 hours at 15° C. and then warmed to 25°C. Methallyl chloride (5.1 g, 0.056 mol) is added dropwise over 10 minutes, keeping the temperature at 30° C. The reaction is stirred overnight, then poured into 200 ml water, extracted with 2 X 100 ml ether and dried over magnesium sulfate. After removing the ether in vacuo, the residue is distilled under vacuum (BP 100°-105°0 C. 0.3 mm Hg) to give 11.9 g N,N'-bismethallyl-5,5-dimethylhydantoin.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04925938 |
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| Source dataset | uspto-grants-1990_05 |
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| ORD ID | ord-f591da6403be4385a9aeffadf4a8fe75 |
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| Source note | uspto-grants-1990_05 |
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