3,4,6-三氯哒嗪的胺化及其ab initio研究

目的：从实验和理论上研究3，4，6-三氯哒嗪的胺化反应。方法：通过对胺化产物催化氢化脱氯和对脱氯产物的核磁共振氢谱耦合情况分析，以及三氯哒嗪和胺类分子反应的ab initio研究，确定了3，4，6-三氯哒嗪胺化反应的位点。结果和结论：阐明了3，4，6-三氯哒嗪胺化反应发生在4住而不是在3，6位的原因，即三氯哒嗪1，2住的高负电势区与胺化试剂带负电的氮原子有强的静电排斥作用，阻止了胺化试剂在3，6位的进攻；进一步的分子轨道相互作用分析也证明胺化反应主要发生在C4位。

Amination of 3,4,6-trichloropyridazine and ab initio study of its reaction

Objective:The aminating reaction of the 3,4,6-trichloropyridazine was studied by using experiment and theoretic calculation. Methods: The reactive site of 3,4,6-trichloropyridazine with 2-piperazin-1-yl-ethanol was identified in number four carbon atom through testing the coupling of hydrogen atoms in the hydrogenation product of dichloropyridazinyl piperazin-1-yl-ethanol, and the reasons that aminating site took place in number four carbon atom not in number three or number six of 3,4,6-trichloropyridazine were discovered by the ab initio study of aminating reaction of 3,4,6-trichloropyridazine. Results and Conclusion: The high electronegative areas in the site one and site two of 3,4,6-trichloropyridazine have strong repulsive action to 2-piperazin-1-yl-ethanol in which the nitrogen also has negative electricity.Furthermore, the interaction between the frontier orbits of 3,4,6-trichloropyridazine and 2-piperazin-1-yl-ethanol also demonstrated that the reactive site of aminating reaction was in the number four carbon.