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.
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 ▸).