双吡啶酮缩氨基硒脲的合成工艺改进

Improved synthesis of dipyridyl thioselenosemicarbazones

目的改进双(2-吡啶)酮缩-4-烯丙基-3-氨基硒脲(4)和双(2-吡啶)酮缩-4,4-二甲基-3-氨基硒脲(8)的合成工艺。方法以4-烯丙基-3-氨基硫脲为起始原料,经碘甲烷甲基化,硒氢化钠取代,最后与双(2-吡啶)酮脱水缩合制得终产物4;以4,4-二甲基-3-氨基硫脲为起始原料,与双(2-吡啶)酮脱水缩合,再经碘甲烷甲基化,硒氢化钠取代,最终制得终产物8;并优化各步反应条件。结果按照相应的合成路线有效制备了目标化合物4和8,目标化合物与中间体的结构均经1H NMR、MS谱确认。结论优化后的工艺路线具有成本低、操作简便、适合大量制备等优点。

Objective To improve the synthesis process of N-allyl-2-（di（pyridin-2-yl）methylene）hydrazinecarboselenoamide（4）and 2-（di（pyridin-2-yl）methylene）-N,N-dimethylhydrazinecarboselenoamide（8）. Methods 4-allyl-3-thiosemicarbazide（1）was the starting material,which reacted with methyl iodide,sodium hydrogen selenide to obtain intermediate 4-allyl-3-selenosemicarbazide（3）. Compound（3）reacted with di-2-pyridyl ketone to obtain the target compound 4. 4,4-Dimethyl-3-thiosemicarbazide was the starting materials,which reacted with di-2-pyridyl ketone to obtain intermediate dipyridyl thiosemicarbazone（6）. Compound 6 reacted with methyl iodide,sodium hydrogen selenide to obtain the target compound 8. We optimized the reaction conditions of each step.Results We synthesized the target compound 4 and 8 according to the respective synthetic route,the structure of the target compounds and the intermediates were confirmed by1 H NMR and MS. Conclusion The improved processes are easy to operate,cost-saving and suitable for large scale preparation.