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oai:ojs.www.eurjchem.com:article/872 2013-12-31T06:16:57Z eurjchem:ART driver

Synthesis and crystal structure of (S)-5-isopropyl-5-methyl-2-thiohydantoin Ichitani, Masaki Kitoh, Soh-ichi Tanaka, Keiko Fujinami, Shuhei Suda, Mitsuhiro Honda, Mitsunori Kuwae, Akio Hanai, Kazuhiko Kunimoto, Ko-Ki Thiourea Homochiral Hydrogen-bond Crystal structure 2-Thiohydantoin 2-Thioxoimidazolidin-4-one (S)-5-Isopropyl-5-methyl-2-thiohydantoin was synthesized by one-pot reaction of α-methyl-L-valine and thiourea in the absence of solvent. The crystal structure of this compound has been determined from single crystal X-ray diffraction data. This is the first report on the crystal structure of a homochiral 5-substituted 2-thiohydantoin with the unsubstituted NH groups. This compound, C7H12N2OS crystallizes in the chiral orthorhombic space group P212121 with four molecules in the unit cell. The unit cell parameters are: a = 8.2798(12) Å, b = 8.6024(13) Å, c = 12.826(2) Å and V = 913.6(2) Å3. In the crystals, the thioamide and amide N-H of one molecule are hydrogen-bonded to the thioamide C=S group of neighboring molecules to form rings with the R22(8) graph-set motif, and these rings are linked into infinite one-dimensional tapes. Atlanta Publishing House LLC 2013-12-31 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion application/pdf chemical/x-cif https://www.eurjchem.com/index.php/eurjchem/article/view/872 10.5155/eurjchem.4.4.350-352.872 European Journal of Chemistry; Vol. 4 No. 4 (2013): December 2013; 350-352 2153-2257 2153-2249 eng https://www.eurjchem.com/index.php/eurjchem/article/view/872/PDF https://www.eurjchem.com/index.php/eurjchem/article/view/872/2550