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Efficient Syntheses, Crystal Structure and Thermal Properties of Gabapentin 4-Acetamido, 2-Mesitylene and 2,4-Dinitro Sulfonamides Derivatives
Journal of Chemical Crystallography ( IF 0.8 ) Pub Date : 2019-01-02 , DOI: 10.1007/s10870-018-00765-2
Nosheen Kanwal , Islam Ullah Khan , Shahzad Sharif , Erum Akbar Hussain , Arshad Mehmood , Onur Sahin

Efficient syntheses of four derivatives G2–G5 of Gabapentin (G1) have been achieved. The structures of targeted compounds were investigated by elemental analysis, FT-IR, and 1H-NMR spectroscopic method. Crystal structures of G2 and G4 determined by single crystal X-ray diffraction method are also described. In G2 the molecules are stacked over each other in the form of layers and adjacent layers run parallel to each other. Intermolecular hydrogen bonding and van der Waals interactions are responsible for building the molecular assembly and packing of molecules in the unit. In G4, the molecules are arranged in parallel sheets formed by inter-molecular hydrogen bonds. The proposed synthetic route has high impact due to its simple reaction conditions of room temperature, water as a green solvent and short time to accomplish the reaction.Graphical AbstractSynthesis of Gabapentin sulfonamide derivatives and characterization by elemental analyzer, FT-IR, 1H-NMR, thermogravimetry and single crystal X-ray diffraction are described. The molecular structure of G4 showing the atom numbering scheme.

中文翻译:

加巴喷丁 4-乙酰氨基、2-均三甲苯和 2,4-二硝基磺酰胺衍生物的高效合成、晶体结构和热性能

已经实现了加巴喷丁 (G1) 的四种衍生物 G2-G5 的有效合成。通过元素分析、FT-IR和1H-NMR光谱方法研究了目标化合物的结构。还描述了通过单晶 X 射线衍射法确定的 G2 和 G4 的晶体结构。在 G2 中,分子以层的形式相互堆叠,相邻的层彼此平行。分子间氢键和范德华相互作用负责在单元中构建分子组装和分子堆积。在 G4 中,分子排列成由分子间氢键形成的平行片。所提出的合成路线具有较高的影响,因为其反应条件简单,即室温、水为绿色溶剂、完成反应的时间短。图形摘要描述了加巴喷丁磺酰胺衍生物的合成和元素分析仪、FT-IR、1H-NMR、热重分析和单晶 X 射线衍射的表征。G4 的分子结构显示了原子编号方案。
更新日期:2019-01-02
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