Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | 3-isopropyl-3-methyl-3H-imidazo[2,1-a]isoindole-2,5-dione | HCID 2729247 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178439569 | HCID 178439569 | 91.3% |
Reaction Steps
To a cold solution of 180 g of 3-isopropyl-3-methyl-5H-imidazo[2,1-a]isoindole-2(3H),5-dione in 300 ml of dry tetrahydrofuran in a pressure bottle is added 68 g of dimethylamine. The bottle is sealed and the mixture heated to 50° C. with stirring for 16 hours. The mixture is cooled, and the contents of the bottle transferred to a flask. The solvent is then removed in vacuo. The crystalline residue is then suspended in ether, filtered, washed with ether, and air-dried to give 195 g of o-(5-isopropyl-5-methyl-4-oxo-2-imidazolin-2-yl)-N,N-dimethylbenzamide, melting point 144°-146° C. This product is recrystallized from acetonitrile to give an analytically pure product, melting point 147°-150° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04122275 |
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| Source dataset | uspto-grants-1978_10 |
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| ORD ID | ord-986ba2a84f9645cba2539f33fe728f35 |
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| Source note | uspto-grants-1978_10 |
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