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Nitroazidoimidazole energetic ionic salt and preparation method thereof

A technology of nitroazidoimidazole and nitroimidazole, applied in the direction of chemical instruments and methods, preparation of organic compounds, nitrated acyclic/alicyclic/heterocyclic amine explosive composition, etc., to achieve simple synthesis reaction steps and production Safe and reliable, less harmful to the environment

Inactive Publication Date: 2015-02-11
NANJING UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, researchers at home and abroad rarely report on the synthesis of this type of compound, and only a few documents have reported 2-azidoimidazoles (TANG Zhan et al, CHINESE UNIVERSITIES , 20 I 2, 28(1), 4; H. Gao et al, Chem. Eur. J. , 2007, 13, 3853.), so the synthesis route and technology of azido-substituted nitroimidazole energetic ion salts have also been under exploration

Method used

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  • Nitroazidoimidazole energetic ionic salt and preparation method thereof
  • Nitroazidoimidazole energetic ionic salt and preparation method thereof
  • Nitroazidoimidazole energetic ionic salt and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0030] In an ice-salt bath, add 0.2g of 2-azidoimidazole into 1.4mL of concentrated nitric acid, slowly add 1.4mL of concentrated sulfuric acid dropwise, react at room temperature for 4h, pour into ice water, extract with ethyl acetate, wash the organic phase with saturated brine, Dry over anhydrous sodium sulfate and spin dry to obtain 0.22g, yield 78.6%.

[0031] m.p.141~143℃;

[0032] 1 H NMR (DMSO- d 6 , 500 MHz): 8.27(s, 1H), 13.46(s, 1H);

[0033] Elemental Analysis: C 3 h 2 N 6 o 2 , Calculated: C, 23.38; H, 1.31; N, 54.54; Found: C, 23.26; H, 1.39; N, 54.56;

[0034] MS (ESI) m / z: 152.96 (M-H).

Embodiment 2

[0036] In an ice-salt bath, add 0.2g of 2-azidoimidazole into 2.1mL of concentrated nitric acid, slowly add 2.1mL of concentrated sulfuric acid dropwise, react at room temperature for 4h, pour into ice water, extract with ethyl acetate, wash the organic phase with saturated brine, Dry over anhydrous sodium sulfate and spin dry to obtain 0.23g, yield 82.1%.

Embodiment 3

[0038] Under ice-salt bath, add 0.2g 2-azidoimidazole into 2.0mL concentrated nitric acid, slowly add 3.0mL concentrated sulfuric acid dropwise, react at room temperature for 4h, pour into ice water, extract with ethyl acetate, wash the organic phase with saturated brine, Dry over anhydrous sodium sulfate and spin-dry to obtain 0.24 g with a yield of 85.7%.

[0039] 2. Synthesis of 2-azido-4-nitroimidazole energetic ion salt

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Abstract

The invention discloses a nitroazidoimidazole energetic ionic salt with the general formula shown in the specification, and in the general formula, R represents NH3 or HNO3 or guanidine. The invention also discloses a preparation method of the nitroazidoimidazole energetic ionic salt. The method comprises: realizing reaction between nitroazidoimidazole and a carbonate or an acid at 50-60 DEG C, after the reaction is finished, performing reduced-pressure distillation, and using water for recrystallization, so as to obtain the target product. The synthesized energetic ionic salt is novel in structure and mild in reaction conditions, does not need special apparatuses, is simple in technology, safe and reliable in production, simple in product postprocessing and small in environment damage, and satisfies the basic demands for industrial amplification production.

Description

Technical field [0001] The present invention belongs to the field of explosive synthesis, especially a new type of high -energy blunt explosive -nitrodolzole. Background technique [0002] In recent years, more and more attention has attracted more and more attention in the synthesis of ion salt in the synthesis of nitrogen -rich 'compounds. The reason is that the high density and high generic heat of this type of compound will improve the explosive performance of the compound.Hypiramazole high-energy blunt sensory compounds are particularly watched with 2,4-two-nitroglymidazole and 2,4,5-triazolimramole, which can be widely used for explosives and pushing agents.Introduction to nitrogen groups into nitridazole can significantly increase nitrogen content, and then prepare it into corresponding ionic salts, thereby increasing its energy and density.However, researchers at home and abroad have rarely reported the synthesis of this type of compound. Only a few literature has reporte...

Claims

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Application Information

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IPC IPC(8): C07D233/92C07C279/02C07C277/00C06B25/34
CPCC06B25/34C07C277/00C07C279/02C07D233/92
Inventor 刘祖亮侯可辉马丛明
Owner NANJING UNIV OF SCI & TECH
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