CHINESE JOURNAL OF ENERGETIC MATERIALS
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1,4-二氨基-3,5-二硝基吡唑的合成
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作者单位:

(南京理工大学化工学院, 江苏 南京 210094)

作者简介:

赵丹(1991-),女,硕士研究生,主要从事含能化合物的合成研究。e-mail: zhaodanend@163.com 通信联系人: 蔡春(1965-),男,博导,主要从事高能量密度化合物的设计与合成研究。e-mail: caichunh@njust.edu.cn

通讯作者:

蔡春(1965-),男,博导,主要从事高能量密度化合物的设计与合成研究。e-mail: caichunh@njust.edu.cn

基金项目:

086专项课题(00402040103)


Synthesis of 1,4-Diamino-3,5-dinitropyrazole
Author:
Affiliation:

(Chemical Engineering College, Nanjing University of Science and Technology, Nanjing 210094, China)

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    摘要:

    以吡唑为原料, 经卤化、硝化反应合成出重要前体4-氯-3, 5-二硝基吡唑(CDNP), 然后胺化得到目标物1, 4-二氨基-3, 5-二硝基吡唑(DADNP), 收率58.0%。采用红外、质谱、核磁及元素分析表征了DADNP的结构。用差示扫描量热法研究了DADNP的热行为。研究了影响胺化和硝化反应的因素。结果表明, 较佳的胺化反应条件为:胺化试剂为2, 4, 6-三甲基苯磺酰羟胺(MSH), 室温, n(ADNP-NH4+):n(MSH)=1:1.5, 反应时间12 h。最佳硝化反应条件为:V(硫酸):V(硝酸)=2:1, 反应温度110~115 ℃, 反应时间4 h, 收率72.0%。DADNP的熔点为192 ℃, 分解峰温度为247 ℃。

    Abstract:

    1, 4-Diamino-3, 5-dinitropyrazole(DADNP) as target substance was synthesized by amination of the important precursor 4-chloro-3, 5-dinitropyrazole(CDNP) with the yield of 58.0%, in which CDNP was obtained via halogenation and nitration reaction using pyrazole as raw material.The structure of DADNP was characterized by IR, MS, NMR and elemental analysis.The thermal behavior of DADNP was studied by differential scanning calorimetry(DSC).The factors affecting amination and nitration reactions were investigated.Results show that the optimized amination reaction conditions are determined as mesitylene sulfonyl hydroxylamine(MSH) as amination reagent, room temperature, n(ADNP-NH4+):n(MSH)=1:1.5, reaction time 12 h.The optimized nitration reaction conditions are determined as:V(oleum):V(nitric acid)=2:1, reaction temperature 110-115 ℃, reaction time 4h, the yield 72.0%.The melting point and decomposition peak temperature of DADNP are 192 ℃ and 247 ℃, respectively.

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引用本文

赵丹,蔡春.1,4-二氨基-3,5-二硝基吡唑的合成[J].含能材料, 2016, 24(1):64-68. DOI:10.11943/j. issn.1006-9941.2016.01.010.
ZHAO Dan, CAI Chun. Synthesis of 1,4-Diamino-3,5-dinitropyrazole[J]. Chinese Journal of Energetic Materials, 2016, 24(1):64-68. DOI:10.11943/j. issn.1006-9941.2016.01.010.

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历史
  • 收稿日期: 2014-10-18
  • 最后修改日期: 2015-02-08
  • 录用日期: 2015-03-23
  • 在线发布日期: 2016-01-06
  • 出版日期: 2016-01-13