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Compound containing multinitrobenzene amantadine and its synthesis method

A technology of nitrobenzamantadine and its synthesis method, which is applied to the preparation of amino hydroxyl compounds, the preparation of amino compounds from amines, chemical instruments and methods, etc., which can solve the problems of increasing the oxygen balance coefficient and the difficulty of direct nitration of amantadine, etc. Achieve the effects of increasing oxygen balance coefficient, easy separation and purification, and short time

Inactive Publication Date: 2007-01-31
BEIJING INSTITUTE OF TECHNOLOGYGY
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AI Technical Summary

Problems solved by technology

[0007] The purpose of the present invention is to solve the problem that amantadine is difficult to nitrate directly. By introducing polynitrobenzene into high-tension caged molecular amantadine, the product contains both high-tension cage rings and polynitrobenzene. Benzene, which increases the oxygen balance coefficient and increases the enthalpy of formation

Method used

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  • Compound containing multinitrobenzene amantadine and its synthesis method
  • Compound containing multinitrobenzene amantadine and its synthesis method
  • Compound containing multinitrobenzene amantadine and its synthesis method

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Embodiment 1

[0036] Synthetic method of diazidetrinitrophenylamantadine, the synthetic route is referring to accompanying drawing 1, the first step synthesizes dichlorotrinitrophenyladamantane, solvent-free solid-phase method, the trichlorotrinitrobenzene of 0.1mmol, 0.12mmol of amantadine was mixed and stirred, the mixture turned yellow, ultrasonically oscillated for 1 hour, poured into 10ml of cold water, and then added 5ml of aqueous hydrochloric acid solution with a concentration of 1mol / l to remove excess amantadine, and a uniform light yellow precipitate was obtained. Coagulate, filter, wash thoroughly, remove DMF, and dry in a water-bath oven at 40°C for more than 4 hours. Yield 88%.

[0037] In the second step, add 0.1mmol of dichlorotrinitrobenzamantadine into a 100ml flask with 30ml of acetonitrile, add 0.5mmol of sodium azide methanol solution into the equal pressure funnel, and react under reflux for 48 hours to determine the end point of the reaction , traceable with TLC. Co...

Embodiment 2

[0039] Synthetic method of trinitrophenylamantadine diazide, see accompanying drawing 1 for the synthetic route, the first step synthesizes dichlorotrinitrophenyladamantane, liquid phase reaction with solvent, 0.1mmol of trichlorotrinitrobenzene , 0.12mmol of amantadine was mixed in a 100ml flask containing 20ml of DMF, heated to 80°C for 8 hours, the mixture turned yellow, cooled to below 40°C, poured into 10ml of cold water, and then added 5ml of hydrochloric acid with a concentration of 1mol / l Aqueous solution, excess amantadine was removed to obtain a uniform light yellow precipitate, which was coagulated, filtered, fully washed, DMF removed, and dried in a water-bath oven at 40°C for more than 4 hours, with a yield of 88%.

[0040] For the second step, refer to the second step in Embodiment 1.

Embodiment 3

[0042] For the synthesis method of diaminotrinitrophenylamantadine, refer to accompanying drawing 1 for the synthetic route, and refer to the first step of Example 1 and the first step of Example 2 for the synthesis of dichlorotrinitrophenylamantadine. The second step is to add .1mmol of trichlorotrinitrobenzamantadine into a 100ml flask with 30ml of acetonitrile, add 1ml of ammonia water, and react under reflux for 26 hours. The judgment of the reaction end point can be tracked by TLC. Cold cut to below 40°C. Extract with 3×20ml of ethyl acetate, wash the organic phase with saturated ammonium chloride, and dry over anhydrous magnesium sulfate. Filtration and concentration gave a yellow solid. It was dried in a water-bath oven at 40° C. for more than 4 hours, weighed, and the yield was 75%.

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Abstract

The present invention relates to a compound containing polynitrophenyladamantanamine and its synthesis method. Said invention also provides its molecular formula and the concrete steps of its synthesis method.

Description

technical field [0001] The invention relates to a compound containing polynitrobenzene and a synthesis method thereof, in particular to a compound containing polynitrobenzene amantadine and a synthesis method thereof, and belongs to the field of explosive synthesis. Background technique [0002] There are a large number of compounds containing polynitro groups, as shown in the figure below, containing polynitro groups increases the oxygen balance, and there are more highly strained rings or cages, which increase the enthalpy of formation and density. [0003] [0004] Amantadine is a class of high tension cage molecules, the following compounds are recorded in the literature (J.Org.Chem.1988,53,4645-4649; J.Org.Chem.1990,55,4459-4461), Directly nitrate adamantane. [0005] [0006] The disadvantages of these methods are that the synthesis method needs to go through multi-step reactions, the conditions are harsh, it is quite complicated, it is not easy to realize, and ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C247/16C07C213/00C07C215/78C07C211/52C07C209/68
Inventor 潘万龙胡长文
Owner BEIJING INSTITUTE OF TECHNOLOGYGY
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