Crystal structure of a methimazole-based ionic liquid

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

doi:10.1107/S2056989015022136

Crystal structure of a methimazole-based ionic liquid

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

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

4 Scopus citations

Abstract

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.

Original language	English
Pages (from-to)	o1008-o1009
Journal	Acta Crystallographica Section E: Crystallographic Communications
Volume	71
DOIs	https://doi.org/10.1107/S2056989015022136
State	Published - 2015
Externally published	Yes

Keywords

S-allylation
crystal structure
ionic liquids
methimazole
nitrogen heterocycle

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10.1107/S2056989015022136

Cite this

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title = "Crystal structure of a methimazole-based ionic liquid",

abstract = "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.",

keywords = "S-allylation, crystal structure, ionic liquids, methimazole, nitrogen heterocycle",

author = "Gaitor, \{Jamie C.\} and Zayas, \{Manuel Sanchez\} and Myrthil, \{Darrel J.\} and Frankie White and Hendrich, \{Jeffrey M.\} and Sykora, \{Richard E.\} and O'Brien, \{Richard A.\} and Reilly, \{John T.\} and Arsalan Mirjafari",

year = "2015",

doi = "10.1107/S2056989015022136",

language = "English",

volume = "71",

pages = "o1008--o1009",

journal = "Acta Crystallographica Section E: Crystallographic Communications",

issn = "2056-9890",

publisher = "International Union of Crystallography",

}

TY - JOUR

T1 - Crystal structure of a methimazole-based ionic liquid

AU - Gaitor, Jamie C.

AU - Zayas, Manuel Sanchez

AU - Myrthil, Darrel J.

AU - White, Frankie

AU - Hendrich, Jeffrey M.

AU - Sykora, Richard E.

AU - O'Brien, Richard A.

AU - Reilly, John T.

AU - Mirjafari, Arsalan

PY - 2015

Y1 - 2015

N2 - 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.

AB - 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.

KW - S-allylation

KW - crystal structure

KW - ionic liquids

KW - methimazole

KW - nitrogen heterocycle

UR - https://www.scopus.com/pages/publications/84983097797

U2 - 10.1107/S2056989015022136

DO - 10.1107/S2056989015022136

M3 - Article

AN - SCOPUS:84983097797

SN - 2056-9890

VL - 71

SP - o1008-o1009

JO - Acta Crystallographica Section E: Crystallographic Communications

JF - Acta Crystallographica Section E: Crystallographic Communications

ER -

Crystal structure of a methimazole-based ionic liquid

Abstract

Keywords

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