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The preparation method of 1-amino-3,5-dinitropyrazole

A technology of dinitropyrazole and dinitropyrazole sodium, which is applied in directions such as organic chemistry, can solve the problems of complicated synthesis method and long synthesis time, and achieves simple preparation method, short reaction time, and simple reaction process operation. Effect

Active Publication Date: 2016-03-16
INST OF CHEM MATERIAL CHINA ACADEMY OF ENG PHYSICS
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  • Abstract
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Problems solved by technology

[0006] The purpose of the present invention is to solve the existing 1-amino-3,5-dinitropyrazole synthesis method in the long synthesis time, the use of toxic solvents in the synthesis process, the technical problems of complex synthesis methods, the invention provides A kind of efficient, environment-friendly preparation method of 1-amino-3,5-dinitropyrazole

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  • The preparation method of 1-amino-3,5-dinitropyrazole

Examples

Experimental program
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Effect test

Embodiment 1

[0027] (1) Preparation of intermediate 3,5-dinitropyrazole sodium salt

[0028] Dissolve 3,5-dinitropyrazole (1.58g, 0.01mol) and NaOH (0.40g, 0.01mol) in 40mL of distilled water, stir at room temperature for 1.0h, and spin dry under vacuum to obtain the intermediate 3,5-di Nitropyrazole sodium salt [(3,5-ADNP)Na], yield 97.5%.

[0029] (2) Preparation of 1-amino-3,5-dinitropyrazole (ADNP)

[0030] Under the condition of ice bath, the intermediate (3,5-ADNP)Na (1.44g, 0.008mol) was dissolved in 40mL of anhydrous DMF, stirred, and the pre-prepared MSH (4.3g, 0.02mol) was added dropwise into anhydrous Aqueous DMF (25 mL) solution. Then rise to room temperature and react for 5.0h. In the reaction solution after the reaction, there are target product 1-amino-3,5-dinitropyrazole (ADNP) and by-product sodium trimethylbenzenesulfonate (MSNa). After ester washing, precipitates were precipitated (precipitated as the by-product sodium trimethylbenzenesulfonate), filtered, and the fi...

Embodiment 2

[0035] (1) Preparation of intermediate 3,5-dinitropyrazole sodium salt

[0036] Dissolve 3,5-dinitropyrazole (12.64g, 0.08mol) and NaOH (3.20g, 0.08mol) in 320mL of distilled water, stir at room temperature for 1.0h, and spin dry under vacuum to obtain the intermediate 3,5-di Nitropyrazole sodium salt [(3,5-ADNP)Na], yield 98.0%.

[0037] (2) Preparation of 1-amino-3,5-dinitropyrazole (ADNP)

[0038]Under the condition of ice bath, the intermediate (3,5-ADNP)Na (11.52g, 0.064mol) was dissolved in 160mL of anhydrous DMF, stirred, and the pre-prepared MSH (34.4g, 0.16mol) was added dropwise into anhydrous Aqueous DMF (200 mL) solution. Then rise to room temperature and react for 5.0h. Distilled under reduced pressure, washed with 1000 mL of ethyl acetate, precipitated out, filtered, collected the filtrate, and distilled under reduced pressure to obtain 8.42 g of ADNP crude product in the form of light yellow powder, with a yield of 60.8% and a melting point of 111-113°C.

[...

Embodiment 3

[0042] (1) Preparation of intermediate 3,5-dinitropyrazole sodium salt

[0043] Dissolve 3,5-dinitropyrazole (63.2 g, 0.4 mol) and NaOH (16.0 g, 0.4 mol) in 1500 mL of distilled water, stir at room temperature for 1.0 h, and spin dry under vacuum to obtain the intermediate 3,5-di Nitropyrazole sodium salt [(3,5-ADNP)Na], yield 96.0%.

[0044] (2) Preparation of 1-amino-3,5-dinitropyrazole (ADNP)

[0045] Under the condition of ice bath, the intermediate (3,5-ADNP)Na (57.6g, 0.32mol) was dissolved in 1500mL of anhydrous DMF, stirred, and the pre-prepared MSH (172.0g, 0.8mol) was added dropwise into anhydrous Aqueous DMF (1000 mL) solution. Then rise to room temperature and react for 5.0h. Distilled under reduced pressure, washed with 1500 mL ethyl acetate, precipitated out, filtered, collected the filtrate, and distilled under reduced pressure to obtain 43.0 g of ADNP crude product in the form of light yellow powder, with a yield of 62% and a melting point of 111-113°C.

[...

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Abstract

The invention discloses a preparation method of 1-amino-3, 5-dinitryl pyrazol. The preparation method comprises the following steps: at the room temperature, dissolving 3, 5-dinitryl pyrazol in water, adding sodium hydroxide, stirring and drying to obtain a yellow powdery intermediate 3, 5-dinitryl pyrazol (3, 5-DNP) sodium salt; dissolving the 3, 5-dinitryl pyrazol (3, 5-DNP) sodium salt in anhydrous DMF, stirring, adding an anhydrous DMF solution of 2, 4, 6-trimethyl phenylsulfonyl hydroxylamine, reacting for 4-5 hours at room temperature, decompressing and concentrating a reaction liquid, washing by ethyl acetate, filtering, collecting the filtrate, and decompressing and distilling to obtain a faint yellow powdery 1-amino-3, 5-dinitryl pyrazol coarse product. The preparation method disclosed by the invention is simple in operation in the whole reaction process, mild in reaction condition and short in reaction time, and the total yield is higher than 60%.

Description

technical field [0001] The invention belongs to the field of energetic materials, and in particular relates to a preparation method of 1-amino-3,5-dinitropyrazole. Background technique [0002] It is one of the key supporting technologies to promote the development of national defense science and technology to develop new energetic materials with excellent comprehensive performance, and to further enhance the intrinsic safety performance of weapons and ammunition while greatly improving the power of weapons and ammunition. Now explosives, the more commonly used high-energy explosives in the field of propellant and pyrotechnic agent mainly contain TNT, TATB, PETN, AP, RDX and HMX, and CL-20 is still in the stage of applied basic research, although recently synthesized octanitrocubane ( ONC), but its cage tension is large, the molecule is extremely unstable, its thermal and hydrolytic stability are very poor, and it is basically of no practical value. It can be seen that in t...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D231/16
CPCC07D231/16
Inventor 王军蒋涛张晓玉马卿李金山黄靖伦张丽媛
Owner INST OF CHEM MATERIAL CHINA ACADEMY OF ENG PHYSICS
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