Methimazole-based ionic liquids

Amal I. Siriwardana; Ian R. Crossley; Angel A.J. Torriero; Iko M. Burgar; Noel F. Dunlop; Alan M. Bond; Glen B. Deacon; Douglas R. MacFarlane

doi:10.1021/jo702511v

Methimazole-based ionic liquids

Amal I. Siriwardana
, Ian R. Crossley
, Angel A.J. Torriero
, Iko M. Burgar
, Noel F. Dunlop
, Alan M. Bond
, Glen B. Deacon
, Douglas R. MacFarlane

Research output: Contribution to journal › Article › peer-review

27 Citations (Scopus)

Abstract

(Chemical Equation Presented) The alkylation reaction of 2-mercapto-1-methylimidazole 1a with iodoethane and chlorobutane produced S-alkylmethimazole halides 2a and 2b which were subjected to anion metathesis with two different metal salts (MA) to afford methimazole-based room-temperature ionic liquids 3a, 3b, and 3c in 82%, 85%, and 87% yields, respectively. S-Alkylation giving 2a and 2b suggests that methimazole reacts through the thione tautomer.

Original language	English
Pages (from-to)	4676-4679
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	73
Issue number	12
DOIs	https://doi.org/10.1021/jo702511v
Publication status	Published - 20 Jun 2008
Externally published	Yes

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10.1021/jo702511v

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@article{4e005f2debc243cdbfe7db62d3886e60,

title = "Methimazole-based ionic liquids",

abstract = "(Chemical Equation Presented) The alkylation reaction of 2-mercapto-1-methylimidazole 1a with iodoethane and chlorobutane produced S-alkylmethimazole halides 2a and 2b which were subjected to anion metathesis with two different metal salts (MA) to afford methimazole-based room-temperature ionic liquids 3a, 3b, and 3c in 82\%, 85\%, and 87\% yields, respectively. S-Alkylation giving 2a and 2b suggests that methimazole reacts through the thione tautomer.",

author = "Siriwardana, \{Amal I.\} and Crossley, \{Ian R.\} and Torriero, \{Angel A.J.\} and Burgar, \{Iko M.\} and Dunlop, \{Noel F.\} and Bond, \{Alan M.\} and Deacon, \{Glen B.\} and MacFarlane, \{Douglas R.\}",

year = "2008",

month = jun,

day = "20",

doi = "10.1021/jo702511v",

language = "English",

volume = "73",

pages = "4676--4679",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "12",

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TY - JOUR

T1 - Methimazole-based ionic liquids

AU - Siriwardana, Amal I.

AU - Crossley, Ian R.

AU - Torriero, Angel A.J.

AU - Burgar, Iko M.

AU - Dunlop, Noel F.

AU - Bond, Alan M.

AU - Deacon, Glen B.

AU - MacFarlane, Douglas R.

PY - 2008/6/20

Y1 - 2008/6/20

N2 - (Chemical Equation Presented) The alkylation reaction of 2-mercapto-1-methylimidazole 1a with iodoethane and chlorobutane produced S-alkylmethimazole halides 2a and 2b which were subjected to anion metathesis with two different metal salts (MA) to afford methimazole-based room-temperature ionic liquids 3a, 3b, and 3c in 82%, 85%, and 87% yields, respectively. S-Alkylation giving 2a and 2b suggests that methimazole reacts through the thione tautomer.

AB - (Chemical Equation Presented) The alkylation reaction of 2-mercapto-1-methylimidazole 1a with iodoethane and chlorobutane produced S-alkylmethimazole halides 2a and 2b which were subjected to anion metathesis with two different metal salts (MA) to afford methimazole-based room-temperature ionic liquids 3a, 3b, and 3c in 82%, 85%, and 87% yields, respectively. S-Alkylation giving 2a and 2b suggests that methimazole reacts through the thione tautomer.

UR - https://www.scopus.com/pages/publications/45249109524

U2 - 10.1021/jo702511v

DO - 10.1021/jo702511v

M3 - Article

AN - SCOPUS:45249109524

SN - 0022-3263

VL - 73

SP - 4676

EP - 4679

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 12

ER -

Methimazole-based ionic liquids

Abstract

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