中华医学超声杂志

应用化学 ›› 2011, Vol. 28 ›› Issue (05): 521-525.DOI: 10.3724/SP.J.1095.2011.00402

• 研究论文 • 上一篇    下一篇

5-氨基-6-硝基-[1,2,5]噁二唑并[3,4-b]吡啶-1-氧化物的合成新方法

董岩,刘祖亮*,袁成梁   

  1. (南京理工大学化工学院 南京 210094)
  • 收稿日期:2010-07-09 修回日期:2010-10-04 出版日期:2011-05-10 发布日期:2011-05-10
  • 通讯作者: 刘祖亮，研究员; Tel/Fax:025-84318865; E-mail:liuzuliang302@163.com; 研究方向：应用化学、含能材料、医药中间体

A New Synthetic Route of 5-Amino-6-nitro-[1,2,5] oxadiazolo[3,4-b]pyridine-1-oxide

DONG Yan, LIU Zuliang*, YUAN Chengliang   

  1. (Chemical Engineering School,Nanjing University of Science & Technology,Nanjing 210094)
  • Received:2010-07-09 Revised:2010-10-04 Published:2011-05-10 Online:2011-05-10

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摘要：

以2,6-二氯吡啶为起始原料, 经肼基化、还原、硝化、Nietzki-Dietschy环合4步反应得到5-氨基-6-硝基-[1,2,5]噁二唑并[3,4-b]吡啶-1-氧化物。 结合反应机理讨论了还原、硝化、Nietzki-Dietschy环合反应的影响因素，获得了合成5-氨基-6-硝基-[1,2,5]噁二唑并[3,4-b]吡啶-1-氧化物的最佳工艺条件，目标产物的总收率为59.2%。 用1H NMR、MS和IR谱对5-氨基-6-硝基-[1,2,5]噁二唑并[3,4-b]吡啶-1-氧化物的结构进行了表征。

关键词: 氨基硝基-[1,2,5]噁二唑并[3,4-b]吡啶氧化物, 二氯吡啶, 反应机理, 总收率

Abstract:

A new synthetic route to 5-amino-6-nitro-[1,2,5] oxadiazolo[3,4-b]pyridine-1-oxide was developed using 2,6-dichloropyridine as starting materials via four steps, including hydrazinolysis, reduction, nitration and Nietzki-Dietschy cyclization. The effects of these reactions were investigated based on their reaction mechanisms. On the basis of these results, the reaction was optimized and the overall yield of target product was up to 59.2％. The product was characterized by 1HNMR, MS and IR.

Key words: amino-nitro-[1,2,5] oxadiazolo[3,4-b]pyridineoxide, dichloropyridine, Cure reactive mechanism, overall yield

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