2,6-二氨基(4-氨基)吡啶的二硝化反应

成健;刘祖亮;姚其正;周新利;杜扬

火炸药学报 ›› 2009, Vol. 32 ›› Issue (3) : 9-11.

  • 主管:中国科学技术协会

    主编:魏 卫

    ISSN 1007-7812

     
  • 主办:中国兵工学会与中国兵器工业第204研究所共同

    出版:《火炸药学报》 编辑部

    CN 61-1310/TJ

火炸药学报 ›› 2009, Vol. 32 ›› Issue (3) : 9-11.

2,6-二氨基(4-氨基)吡啶的二硝化反应

  • 成健, 刘祖亮, 姚其正, 周新利, 杜扬
作者信息 +

Dinitration of 2,6-Diamino(4-amino)pyridines

  • CHENG Jian, LIU Zu-liang, YAO Qi-zheng, ZHOU Xin-li, DU Yang
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文章历史 +

摘要

蠀对NEPE推进剂中端羟基聚醚和多异氰酸酯固化体系对水敏感的缺点,为获得新的固化体系,依据点击化学反应(click-chemistry)原理,以聚乙二醇400和丙炔溴为原料,四氢呋喃为溶剂,在催化剂叔丁醇钾存在下,温度30℃,反应时间24h,分离产物并真空干燥后,得到黏稠状液态端炔基聚乙二醇,产率为86.1%。用红外、核磁共振和元素分析对端炔基聚乙二醇进行了表征。研究了端炔基聚乙二醇与叠氮类化合物的固化反应,表明其有望用作新的复合固体推进剂的固化体系。

Abstract

In order to study the factors affecting the nitration products yield and proportion of byproducts of aminopyridine nitration reaction, the dinitration reaction of 4aminopyridine and 2,6diaminopyridine was carried out in mixed acid and super acid. It was observed that nitration products yield increased greatly in super acid system, and proportion of byproducts was reduced. In mixed acid system, the yield of the 4amino3,5dinitropyridine and 2,6diamino3,5dinitropyridine was 55% and 66.4%, respectively, and the proportion of byproducts was 5%-8%; While in super acid system, the yield of the products increased to 85.5% and 92%, respectively, and the proportion of byproducts decreased to 0.5%. The structure of the aminonitropyridines and byproduct was characterized by 1HNMR, IR and MS.

关键词

有机合成 / 4氨基吡啶 / 2,6二氨基吡啶 / 硝化反应 / 混酸 / 超酸硝化体系

Key words

organic synthesis / 4aminopyridine / 2,6diaminopyridine / nitration / mixed acid / super acid sytem

引用本文

导出引用
成健, 刘祖亮, 姚其正, 周新利, 杜扬. 2,6-二氨基(4-氨基)吡啶的二硝化反应. 火炸药学报. 2009, 32(3): 9-11
CHENG Jian, LIU Zu-liang, YAO Qi-zheng, ZHOU Xin-li, DU Yang. Dinitration of 2,6-Diamino(4-amino)pyridines. Chinese Journal of Explosives & Propellants. 2009, 32(3): 9-11

参考文献

[1]Karen L A, Lawrence H M, William S W, et al. 15N chemical shifts in energetic materials:CP/MAS and ab initio studies of aminonitropyridines, aminonitropyrimidines, and their NOxides[J]. J Mol Sci,2002,3:858872.
[2]Pagoria P F, Lee G S, Mitchell A R. A review of energetic materials synthesis[J]. Thermochim Acta,2002,384:187204.
[3]赵建民,李加荣,魏筱洁,等.三硝基吡啶及其N氧化物的合成[J].火炸药学报,2006,29(3):7376. ZHAO Jianmin,LI Jiarong,WEI Xiaojie,et al.Synthesis of trinitropyridine and its Noxide[J].Chinese Journal of Explosives and Propellants,2006,29(3):7376.
[4]郑玉梅,邓敏智,赵凤起,等.4羟基3,5二硝基吡啶氮氧化物铅及铜盐的合成[J].火炸药学报,2002,25(4):5152. ZHENG Yumei,DUN Minzhi,ZHAO Fengqi, et al. Synthesis of lead(II) and copper(II) salts of 4hydroxy3,5dinitropyridine oxide[J]. Chinese Journal of Explosives and Propellants,2002,25(4):5152.
[5]Ritter H, Licht H H. Synthesis and reactions of dinitrated amino and diaminopyridines[J].J Heteroeyc1 Chem,1995,32:585590.
[6]Hollins R A, Merwin L M, Nissan R A. Aminonitropyridines and their NOxides[J]. Heterocycl.Chem,1996,33:895904.
[7]Licht H H, Ritter H. 2,4,6trinitropyridine and related compound, synthesis and characterization[J]. Propellants, Explosives, Pyrotechnics,1988,13:2529.
[8]陈军,李全良,王建龙,等.3甲氧基5氯2,6二硝基吡啶的合成及晶体结构[J].有机化学, 2008,28:123126. CHEN Jun, LI Quanliang, WANG Jianlong, et al. Synthesis and crystal structure of 3methoxyl5chloro2,6dinitropyridine[J]. Chinese Journal of Organic Chemistry, 2008,28:123126.
[9]刘守信,李军章,冯娟,等. 3硝基2氨基吡啶和5硝基2氨基吡啶的制备[J].化学试剂,2005,27:309310. LIU Shouxin, LI Junzhang, FENG Juan, et al. Preparation of 2amino3nitropyridine and 2amino25nitro Pyridine[J]. Chemical Reagents,2005,27:309310.

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