TY - JOUR
T1 - Nitrile functionalized methimazole-based ionic liquids
AU - Siriwardana, Amal
AU - Torriero, Angel
AU - Reyna-Gonzalez, Juan
AU - Burgar, Matija Iko
AU - Dunlop, Noel
AU - Bond, Alan
AU - Deacon, Glen
AU - Macfarlane, Douglas
PY - 2010
Y1 - 2010
N2 - 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.
AB - 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.
UR - http://pubs.acs.org.ezproxy.lib.monash.edu.au/doi/pdfplus/10.1021/jo101449q
UR - https://www.scopus.com/pages/publications/78650407226
U2 - 10.1021/jo101449q
DO - 10.1021/jo101449q
M3 - Article
SN - 0022-3263
VL - 75
SP - 8376
EP - 8382
JO - The Journal of Organic Chemistry
JF - The Journal of Organic Chemistry
IS - 24
ER -