Beuchel Andreas, Goddard Richard, Imming Peter, Seidel Rüdiger W
Institut für Pharmazie, Wolfgang-Langenbeck-Str. 4, 06120 Halle (Saale), Germany.
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany.
Acta Crystallogr E Crystallogr Commun. 2020 Jul 10;76(Pt 8):1255-1259. doi: 10.1107/S2056989020008956. eCollection 2020 Aug 1.
The synthesis of ethyl 2-[(4-methyl-pyridin-2-yl)amino)-4-(pyridin-2-yl)thia-zole- 5-carboxyl-ate the Hantzsch reaction and partial transesterification during recrystallization from methanol- to the -methyl ester, resulting in the title solid solution, ethyl 2-[(4-methyl-pyridin-2-yl)amino)-4-(pyridin-2-yl)thia-zole-5-carboxyl-ate- -methyl 2-[(4-methyl-pyridin-2-yl)amino)-4-(pyridin-2-yl)thia-zole-5-carboxyl-ate (0.88/0.12), 0.88CHNOS·0.12CDHNOS, is reported. The refined ratio of ethyl to -methyl ester in the crystal is 0.880 (6):0.120 (6). The pyridine ring is significantly twisted out of the plane of the approximately planar picoline thia-zole ester moiety. N-H⋯N hydrogen bonds between the secondary amino group and the pyridine nitro-gen atom of an adjacent symmetry-related mol-ecule link the mol-ecules into polymeric hydrogen-bonded zigzag tapes extending by glide symmetry in the [001] direction. There is structural evidence for intra-molecular N⋯S chalcogen bonding and inter-molecular weak C-H⋯O hydrogen bonds between adjacent zigzag tapes.
报道了2-[(4-甲基吡啶-2-基)氨基]-4-(吡啶-2-基)噻唑-5-羧酸乙酯在通过甲醇重结晶过程中发生的汉茨希反应和部分酯交换反应，生成了标题固溶体，即2-[(4-甲基吡啶-2-基)氨基]-4-(吡啶-2-基)噻唑-5-羧酸乙酯 - 2-[(4-甲基吡啶-2-基)氨基]-4-(吡啶-2-基)噻唑-5-羧酸甲酯(0.88/0.12)，0.88CHNOS·0.12CDHNOS。晶体中乙酯与甲酯的精制比例为0.880 (6):0.120 (6)。吡啶环明显扭曲于近似平面的甲基吡啶噻唑酯部分的平面之外。仲氨基与相邻对称相关分子的吡啶氮原子之间的N-H⋯N氢键将分子连接成在[001]方向上通过滑移对称延伸的聚合物氢键锯齿带。有结构证据表明存在分子内N⋯S硫属元素键以及相邻锯齿带之间的分子间弱C-H⋯O氢键。
