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Nitrile functionalized methimazole-based ionic liquids
journal contributionposted on 2010-11-16, 00:00 authored by A Siriwardana, Angel TorrieroAngel Torriero, J Reyna-Gonzälez, I Burgar, N Dunlop, A Bond, G Deacon, D MacFarlane
The alkylation reaction of 2-mercapto-1-methylimidazole 1b with 2-chloroacetonitrile and 2-chloropropionitrile produced S-alkyl methimazole chlorides 2a and 2b which were subjected to anion metathesis with lithium bis(trifluoromethanesulfonyl)amide, LiNTf2, to afford nitrile functionalized methimazole-based room temperature ionic liquids 3a and 3b in 94% and 89% yields, respectively. Ionic liquids 3a and 3b have reasonably wide electrochemical windows. The efficient extraction of Ag+ from aqueous media into 3a and 3b is also reported.