New synthesis of 1-alkyl(aryl)-2,3-dihydro-2-thioxo-1H-imidazole-4-carboxaldehydes

Robina, Inmaculada; Fuentes, J. J.; Fernandez‐Bolanos, J.; Estrada, M. D.; López-Castro, A.

doi:10.1021/jo00289a060

Cited by 3 publications

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“…There have been little attention to crystal structure determination of imidazole disulfides. The crystal structure of 2,2-Dithio-bis(1-p-tolyl-1H-imidazole-4-carboxaldehyde) (Robina et al, 1990), bis(1-Phenylimidazol-2-yl)disulfide (Figueroa et al, 2007), bis(1 -t-Butylimidazol-2-yl)disulfide (Figueroa et al, 2007) and 2,2-Dithiobis(1-methylimidazol-3-ium-2yl) bis(tri-iodide) di-iodine (Chernovyants et al, 2008) have reported previously. Here we report the crystal structure of 2-(2-(1H-imidazol-2-yl)disulfanyl)-1H-imidazole.…”

Section: S1 Commentmentioning

confidence: 94%

“…For related imidazole disulfide compounds, see: Robina et al (1990); Figueroa et al (2007); Chernovyants et al (2008). Data collection: X-AREA (Stoe & Cie, 2005); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999…”

Section: Related Literaturementioning

confidence: 99%

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2-[(1H-Imidazol-2-yl)disulfanyl]-1H-imidazole

et al. 2011

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In the title molecule, C6H6N4S2, a twofold rotation axis passes through the mid-point of the S—S bond. The C—S—S—C torsion angle is 83.62 (17)°. π–π stacking between imidazole rings of adjacent molecules is observed in the crystal structure, the centroid–centroid distance being 3.447 (2) Å. Intermolecular N—H⋯S hydrogen bonding results in the formation of a linear chain in the c-axis direction.

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