Nitrile functionalized methimazole-based ionic liquids

Amal Siriwardana, Angel Torriero, Juan Reyna-Gonzalez, Matija Iko Burgar, Noel Dunlop, Alan Bond, Glen Deacon, Douglas Macfarlane

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20 Citations (Scopus)

Abstract

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.
Original languageEnglish
Pages (from-to)8376 - 8382
Number of pages7
JournalThe Journal of Organic Chemistry
Volume75
Issue number24
DOIs
Publication statusPublished - 2010

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