应用化学 ›› 2010, Vol. 27 ›› Issue (01): 122-124.

• 研究简报 • 上一篇    

改进的2-巯基-5-甲氧基咪唑并[4,5-b]吡啶合成法

李梦龙,成健,曹少庭,刘祖亮*   

  1. (南京理工大学化工学院 南京 210094)
  • 收稿日期:2009-01-08 修回日期:2009-04-16 出版日期:2010-01-10 发布日期:2010-01-10
  • 通讯作者: 刘祖亮,男,研究员,博士生导师; E-mail:liuzuliang302@163.com; 研究方向:应用化学、含能材料、医药中间体

Improved process for the synthesis of 2-mercapto-5-methoxyimidazo[4,5-b]pyridine

LI Meng-Long, CHENG Jian, CAO Shao-Ting, LIU JZu-Liang*   

  1. (Chemical Engineering School,Nanjing University of Science & Technology,Nanjing 210094)
  • Received:2009-01-08 Revised:2009-04-16 Published:2010-01-10 Online:2010-01-10

摘要:

 以2,6-二氯吡啶为起始原料,经甲氧基化、硝化、氨基化、还原及成环5步反应得到2-巯基-5-甲氧基咪唑并[4,5-b]吡啶,总收率45.7%。重点比较了2-氯-6-甲氧基吡啶和2,6-二氯吡啶硝化反应条件及收率的差异,讨论了水合肼、NaOH的用量对目标产物收率的影响。用HNMR、MS和IR测试技术对目标产物结构进行了表征。

关键词: 2-巯基-5-甲氧基咪唑并[4,5-b]吡啶, 2-氨基-3-硝基-6-甲氧基吡啶, 硝化, 还原

Abstract:

  2-mercapto-5-methoxyimidazo[4,5-b]pyridine was explored using 2,6-dichloropyridine as the starting materials in five steps, including methoxylation, nitration, amination, reduction and cyclization. Thus, the overall yield of 2-mercapto-5-methoxyimidazo[4,5-b]pyridine was up to 45.7%. The differences of reaction condition and yield of nitration between 2-chloro-6-methoxypyridine and 2,6-dichloropyridine were discussed, the effects of the amounts of hydrazine hydrate and the amounts of sodium hydroxide on the yield of target product was discussed too.The structure of the target product was identified by 1HNMR, MS and IR.

Key words: 2-mercapto-5-methoxyimidazo[4,5-b]pyridine, 2-amino-3-nitro-6-methoxylpyridine, nitration, reduction

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