化工进展 ›› 2015, Vol. 34 ›› Issue (04): 1098-1103,1114.DOI: 10.16085/j.issn.1000-6613.2015.04.034

• 精细化工 • 上一篇    下一篇

2-氨基-6-羟基-3,5-二硝基吡啶的合成探索

叶福达, 金宁人, 刘浩杰, 张清义   

  1. 浙江工业大学化学工程学院, 浙江 杭州 310032
  • 收稿日期:2014-09-24 修回日期:2014-10-31 出版日期:2015-04-05 发布日期:2015-04-05
  • 通讯作者: 金宁人,教授,硕士生导师,主要研究方向为有机合成、化学工艺.E-mail cnhzjnrh@mail.hz.zj.cn.
  • 作者简介:叶福达(1990—),男,硕士研究生.
  • 基金资助:
    江苏省科技支撑计划(BE 2011129)及浙江省教育厅科研(Y201121211)项目.

Synthesis of 2-amino-6-hydroxy-3,5-dinitropyridine

YE Fuda, JIN Ningren, LIU Haojie, ZHANG Qingyi   

  1. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310032, Zhejiang, China
  • Received:2014-09-24 Revised:2014-10-31 Online:2015-04-05 Published:2015-04-05

摘要: 2-氨基-6-羟基-3,5-二硝基吡啶(AHDNP)是合成聚对苯亚乙基吡啶并咪 二唑(PPIO)重要前体.本文以2,6-二氯吡啶为原料经单硝化、单氨解、再硝化先合成中间体2-氨基-6-氯-3,5-二硝基吡啶(ACDNP),纯度为95.60%,总收率41.00%以上;最后在K2CO3的碱性水溶液中70℃条件下单水解,成功合成出AHDNP,提纯后总收率为82.07%,纯度为98.13%.AHDNP的结构经过FT-IR、MS、13C NMR 准确定性和表征.合成过程操作方便、产品质量优异、经济性良好及易于产业化,为进一步研发合成新型高性能材料PPIO及其新单体提供技术基础及中间体来源.

关键词: 2-氨基-6-羟基-3,5-二硝基吡啶, 2-氨基-6-氯-3,5-二硝基吡啶, 2,6-二氯-3-硝基吡啶, 聚对苯亚乙基吡啶并咪二唑, 水解, 合成

Abstract: As a key intermediate for poly (p-phenylene-2-pyridinoimidazol-6-oxazole),2-amino-6- chloro-3,5-dinitropyridine(ACDNP) with 95.60% and the total yield of 41% was obtained from 2,6-dichloropyridine by nitration,ammonolysis and nitration. 2-Amino-6-hydroxy- 3,5-dinitropyridine (AHDNP) was prepared from ACDNP in potassium carbonate solution at 70℃. The purity of AHDNP was 82.07% and the total yield of AHDNP is 98.13% after re-crystallization. AHDNP was identified by FT-IR,MS and 13C NMR. This process for AHDNP synthesis has advantages of simple operation procedure,excellent product quality,good economy and easy industrialization etc.,which provides convenience for further development of PPIO and other high-performance materials.

Key words: 2-amino-6-hydroxy-3,5-dinitropyridine, 2-amino-6-chloro-3,5-dinitropyridine, 2,6- dichloro-3-nitropyridine, ploy(p-phenylene-2-pyridoimidazol-6-oxazole)(PPIO), hydrolysis, synthesis

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