Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Malononitrile | HCID 8010 | — |
| Reactant | 1-[(trifluoromethyl)sulphonyl]-1H-imidazole | HCID 97300 | — |
| Reactant | HCID 66822491 | HCID 66822491 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 12010419 | HCID 12010419 | — |
| Product | HCID 21125190 | HCID 21125190 | — |
Reaction Steps
To 6.61 g of malononitrile (100 mmoles) in solution in 50 ml of THF at −20° C., there is added, in portions, 795 mg of lithium hydride LiH. After 2 hours at −20° C., there is added 20.14 g (100 mmoles) of 1-(trifluoromethanesulfonyl)imidazole) (commercially available from Fluka). The reaction was continued during 4 hours at −20° C., and during 48 hours at room temperature. The solvent was then evaporated and the residue was reclaimed in 60 ml of water. There is then added 14.66 g (100 mmoles) of 1-ethyl-3-methyl-1H-imidazolium chloride (commercially available from Aldrich) to the aqueous solution. A dense phase which is denser than water was immediately formed. This phase was recovered by extraction with dichloromethane. After evaporation of dichloromethane and drying under vacuum at 40° C. of the liquid obtained, a molten salt of 1-ethyl-3-methyl-1H-imidazolium of trifluoromethanesulfonylmalononitrile was obtained, with a purity characterized by a proton, carbon and fluorine RMN higher than 98%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06333425B1 |
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| Source dataset | uspto-grants-2001_12 |
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| ORD ID | ord-61d896903a6043dfa988c16ec55da31a |
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| Source note | uspto-grants-2001_12 |
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