Research Article: Crystal structure of a methimazole-based ionic liquid

Date Published: December 01, 2015

Publisher: International Union of Crystallography

Author(s): Jamie C. Gaitor, Manuel Sanchez Zayas, Darrel J. Myrthil, Frankie White, Jeffrey M. Hendrich, Richard E. Sykora, Richard A. O’Brien, John T. Reilly, Arsalan Mirjafari.


The structure of 1-methyl-2-(prop-2-en-1-ylsulfan­yl)-1H-imidazol-3-ium bromide, C7H11N2S+·Br−, has monoclinic (P21/c) symmetry. In the crystal, the components are linked by N—H⋯Br and C—H⋯Br hydrogen bonds. The crystal structure of the title compound undeniably proves that methimazole reacts through the thione tautomer, rather than the thiol tautomer in this system.

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For the biological activity of methimazole, see: Rong et al. (2013 ▸). For its use as a ligand, see: Crossley et al. (2006 ▸). For a discussion of methimazole-based ionic liquids, see: Siriwardana et al. (2008 ▸). For reaction chemistry of methimazole, see: Roy & Mugesh (2005 ▸).