Bis-triazolotriazine fused ring nitrogen-rich compound as well as construction method and application thereof

Abstract

The invention relates to a bis (triazolotriazine) fused ring nitrogen-rich compound as well as a construction method and application thereof. The invention relates to a bis (triazolotriazine) fused ring nitrogen-rich compound, which has a structural formula as shown in a formula I and a racemate, a stereoisomer, a tautomer or a pharmaceutically acceptable salt thereof. In the formula I, R is selected from electron donating groups. The invention also provides a construction method of the bis (triazolotriazine) fused ring nitrogen-rich compound, which comprises the following steps: dispersing a compound as shown in a formula II in water or an acid solution to obtain a first solution; and adding an acid solution into the first solution, stirring to react, standing, and separating out a white solid which is the compound as shown in the formula I. The invention solves the problem of high synthesis difficulty of the existing fused ring compound. # imgabs0 #

Description

Technical Field

[0001] The invention relates to the technical field of organic synthesis, and in particular to a bistriazolotriazine fused-ring nitrogen-rich compound and a construction method and application thereof. Background Art

[0002] Condensed ring compounds refer to compounds containing two or more juxtaposed ring structures, which usually exhibit high chemical stability. In particular, certain nitrogen-containing heterocyclic condensed ring compounds are not only stable, but also exhibit significant biological activity. For example, indole, quinoline, purine, and uric acid are all important active substances found in nature. In recent years, the number of artificially synthesized nitrogen-containing condensed ring compounds has also been increasing. However, it is usually quite difficult to construct the skeleton structure of condensed ring compounds. Currently feasible methods include intramolecular cyclization reactions, such as aromatic nucleophilic substitution, intracyclic affinity substitution, acyl nucleophilic substitution, etc.

[0003] Energetic materials are widely used in military and civilian fields, including nuclear weapon detonation, space exploration, and deep-well mining. In order to achieve a balance between high energy output and low sensitivity, the synthesis strategy of energetic compounds usually includes: (1) preparation of energetic salts or energetic eutectics; (2) construction of metal organic frameworks (MOFs) or hydrogen-bonded organic frameworks (HOFs); (3) molecular skeleton design and functional group modification. Among them, molecular skeleton design and functional group modification are considered to be the most effective methods to improve the performance of energetic materials, but this process has the problems of difficult synthesis, long route and low efficiency, resulting in slow research progress. Summary of the invention

[0004] In view of this, the purpose of the present invention is to provide a bistriazolotriazine fused-ring nitrogen-rich compound and a construction method and application thereof, so as to solve the problem that the existing fused-ring compounds are difficult to synthesize.

[0005] In order to achieve the above object, the technical solution adopted by the present invention is as follows:

[0006] A bistriazolotriazine fused ring nitrogen-rich compound, the structural formula of which is a compound shown in Formula I and its racemate, stereoisomer, tautomer or pharmaceutically acceptable salt;

[0007]

[0008] In formula I, R is selected from electron donating groups.

[0009] The above-mentioned bistriazolotriazine fused ring nitrogen-rich compound has been tested and confirmed to have the characteristics of a two-dimensional planar structure, rich nitrogen content and three amino groups, good stability, and can introduce specific functional groups in a targeted manner. The amino groups in the amino-substituted nitrogen-rich fused ring compound can directly form energetic salts, and can also be modified to obtain quaternary ammonium salts and substituted amine structures, which have potential application value in constructing new fused ring structures.

[0010] Preferably, R is selected from at least one of a dialkylamino group having 1 to 6 carbon atoms, a monoalkylamino group having 1 to 6 carbon atoms, an amino group, a hydroxyl group, an alkoxy group having 1 to 6 carbon atoms, a mercapto group and a thiol alkyl group having 1 to 6 carbon atoms.

[0011] Preferably, the compound represented by formula I is obtained by rearranging the compound represented by formula II twice;

[0012]

[0013] In formula II, R is selected from electron donating groups.

[0014] Preferably, the two rearrangements occur consecutively, the structure of the product of the first Dimroth rearrangement is shown in Formula III, and the structure of the product of the second Dimroth rearrangement is shown in Formula I.

[0015] The present invention also provides a method for constructing the bistriazolotriazine fused-ring nitrogen-rich compound according to the present invention, comprising the following steps:

[0016] Dispersing the compound represented by Formula II in water or an acid solution to obtain a first solution; adding the acid solution to the first solution, stirring the reaction, and standing to precipitate a white solid which is the compound represented by Formula I;

[0017]

[0018] The above construction method can obtain a new energetic skeleton in one step through molecular rearrangement technology, simplifying the synthesis process and effectively solving the problem of difficult synthesis of existing condensed ring compounds. It is regarded as an effective strategy for designing synthetic molecules in the future. Since condensed ring compounds have a large conjugated area, they usually have advantages such as high thermal stability and high formation enthalpy, and have broad application prospects in the field of energetic material design.

[0019] Preferably, the acid solution is selected from at least one of a 60% hydrofluoric acid (HF) solution, a 36% hydrochloric acid (HCl) solution, a 65% nitric acid (HNO3) solution, a 70% perchloric acid (HClO4) solution and a 65% sulfuric acid (H2SO4) solution.

[0020] Preferably, the stirring reaction temperature is 0°C to 50°C.

[0021] Preferably, the stirring reaction time is 0.5h to 3h.

[0022] Preferably, the acid solution is added dropwise at a rate of 1.0 mL / min to 1000 mL / min.

[0023] Preferably, the acid solution is added in an amount until the first solution becomes completely clear and transparent.

[0024] The present invention also provides an application of the bistriazolotriazine fused-ring nitrogen-rich compound as a precursor for preparing a nitrogen-fused-ring compound.

[0025] The present invention also provides an application of the bistriazolotriazine fused-ring nitrogen-rich compound as a precursor for preparing energetic materials.

[0026] Beneficial effects of the present invention:

[0027] The bistriazolotriazine fused ring nitrogen-rich compound of the present invention has the characteristics of a two-dimensional planar structure, rich nitrogen content and three amino groups, good stability, and can introduce specific functional groups in a targeted manner. The amino groups in the amino-substituted nitrogen-rich fused ring compound can directly form energetic salts, and can also be modified to obtain quaternary ammonium salts and substituted amine structures, and have potential application value in constructing new fused ring structures.

[0028] The method for constructing the bistriazolotriazine fused ring nitrogen-rich compound of the present invention obtains two mutually isomeric bistriazolotriazine fused ring nitrogen-rich compounds by molecular rearrangement under acidic conditions, and verifies the rearrangement mechanism by combining experiments with theoretical calculations. The method is simple, has high preparation efficiency, and high product purity, and provides a basis for the subsequent design and synthesis of fused ring energetic molecules, etc., and has the advantages of being environmentally friendly, simple to operate, and excellent product performance. It has broad application prospects in the fields of energy, medicine, materials science, etc., and has promotion and application value in the field of organic compound technology. BRIEF DESCRIPTION OF THE DRAWINGS

[0029] Figure 1 Schematic diagram of the rearrangement mechanism of bistriazolotriazine fused-ring nitrogen-rich compounds;

[0030] Figure 2 A flow chart for preparing bistriazolotriazine fused ring nitrogen-rich compounds;

[0031] Figure 3 is the H NMR spectrum of compound 2-1;

[0032] Figure 4 is the NMR carbon spectrum of compound 2-1;

[0033] Figure 5 is the single crystal structure diagram of compound 2;

[0034] Figure 6 is the single crystal structure diagram of compound 2-1;

[0035] Figure 7 is the H NMR spectrum of compound 2-2;

[0036] Figure 8 This is the NMR carbon spectrum of compound 2-2. DETAILED DESCRIPTION

[0037] The following will describe the embodiments of the present invention with reference to the preferred embodiments, and those skilled in the art can easily understand other advantages and effects of the present invention from the contents disclosed in this specification. The present invention can also be implemented or applied through other different specific embodiments, and the details in this specification can also be modified or changed in various ways based on different viewpoints and applications without departing from the spirit of the present invention. It should be understood that the preferred embodiments are only for illustrating the present invention, not for limiting the scope of protection of the present invention.

[0038] The present invention aims to disclose a bistriazolotriazine condensed ring nitrogen-rich compound and a construction method and application thereof, so as to solve the problem of great difficulty in synthesis of existing condensed ring compounds, and also solve the problems of great difficulty in synthesis, long route and low efficiency of existing energetic materials.

[0039] Among them, the bistriazolotriazine fused ring nitrogen-rich compound, whose structural formula is the compound shown in Formula I and its racemate, stereoisomer, tautomer or pharmaceutically acceptable salt;

[0040]

[0041] In formula I, R is selected from electron donating groups.

[0042] Among them, Figure 1 As shown, the rearrangement mechanism of the bistriazolotriazine fused ring nitrogen-rich compound of the present invention, and its theoretical calculation process is as follows:

[0043] All initial geometries involved in the present invention are optimized using the B3LYP3 density functional method and grimme's DFT-D3 dispersion correction is performed using the Becke-Johnson damping function. Combined with the 6-31g** basis set, all transition states (TSs) have a virtual mode. The local minimum of the reaction path is determined by the intrinsic reaction coordinate (IRC) calculation of the first saddle point. All TSs are confirmed by IRC analysis. The water solvation model based on the density (SMD) method is adopted, and the solvent effect is implicitly considered. The zero-point energy, U (T)-U (O) ​​and S (T) are scaled by factors of 0.9838, 1.0003 and 1.0033, respectively, to reduce the systematic error and consider the anharmonic effect. The Gibbs free energy (ΔG) of the reaction energy barrier is estimated using the Shermo code. All calculations are performed using Gauss 09 correction E.01.2. The energy of all optimized configurations is evaluated using the double hybrid function-pwpb9510. The accuracy of the PWPB95-D3(BJ) / def2-QZVPP level is very close to the recognized gold standard CCSD(T) / CBS. Therefore, ORCA5.0.1 was used to perform the PWPB95-D3(BJ) calculations. In order to shorten the calculation time, the identity resolution (RI) technique was used to accelerate the self-consistent field (SCF) process and the second-order perturbation correction part. The accuracy loss due to RI is negligible.

[0044] In some embodiments, R is selected from at least one of a dialkylamino group having 1 to 6 carbon atoms, a monoalkylamino group having 1 to 6 carbon atoms, an amino group, a hydroxyl group, an alkoxy group having 1 to 6 carbon atoms, a mercapto group, and a thiol alkyl group having 1 to 6 carbon atoms.

[0045] In some embodiments, the compound of formula I is obtained by rearranging the compound of formula II twice;

[0046]

[0047] In formula II, R is selected from electron donating groups.

[0048] In some embodiments, the two rearrangements occur consecutively, the structure of the product of the first Dimroth rearrangement is shown in Formula III, and the structure of the product of the second Dimroth rearrangement is shown in Formula I.

[0049] In some embodiments, a method for constructing a bistriazolotriazine fused-ring nitrogen-rich compound is also provided, comprising the following steps:

[0050] Dispersing the compound represented by Formula II in water or an acid solution to obtain a first solution; adding the acid solution to the first solution, stirring the reaction, and standing to precipitate a white solid which is the compound represented by Formula I;

[0051]

[0052] In some embodiments, the acid solution is selected from at least one of a hydrofluoric acid (HF) solution, a 36% hydrochloric acid (HCl) solution, a 65% nitric acid (HNO3) solution, a 70% perchloric acid (HClO4) solution, and a 65% sulfuric acid (H2SO4) solution.

[0053] In some embodiments, the temperature of the stirring reaction is 0°C to 50°C.

[0054] In some embodiments, the stirring reaction time is 0.5 h to 3 h.

[0055] In some embodiments, the acid solution is added dropwise at a rate of 1.0 mL / min to 1000 mL / min.

[0056] In some embodiments, the acid solution is added in an amount until the first solution becomes completely clear and transparent.

[0057] In some embodiments, the use of a bistriazolotriazine fused-ring nitrogen-rich compound as a precursor for preparing an aza-fused-ring compound is also provided.

[0058] In some embodiments, the use of bistriazolotriazine fused-ring nitrogen-rich compounds as precursors for preparing energetic materials is also provided.

[0059] In order to make the technical problems, technical solutions and beneficial effects solved by the present application clearer, the construction method of the bistriazolotriazine fused ring nitrogen-rich compound of the present invention and the construction method of the bistriazolotriazine fused ring nitrogen-rich compound ion salt will be further described in detail in combination with specific embodiments and drawings. Obviously, the specific embodiments described are only part of the embodiments of the present application, not all of them. The following description of at least one exemplary embodiment is actually only illustrative and is by no means a limitation to the present application and its applications. Based on the specific embodiments in the present application, all other embodiments obtained by ordinary technicians in this field without creative work belong to the scope of protection of this application.

[0060] If no specific techniques or conditions are specified in the specific embodiments, the techniques or conditions described in the literature in the field or the product instructions are used. If no manufacturer is specified for the reagents or instruments used, they are all conventional products that can be purchased commercially.

[0061] Example 1

[0062] like Figure 2 As shown, the method for constructing a bistriazol-triazine fused-ring nitrogen-rich compound comprises the following steps:

[0063] S1. Disperse compound 1 (0.206 g, 1 mmol) in 10 mL of deionized water to obtain a first solution;

[0064] S2, adding a 70% perchloric acid (HClO4) aqueous solution to the first solution obtained in S1 at a rate of 1.0 mL / min until the first solution is completely clear and transparent, the amount of the perchloric acid (HClO4) aqueous solution added is 3 mL, and then reacting at room temperature for 1 hour, stopping the reaction, and standing at room temperature until a white solid precipitates to obtain a white solid;

[0065] S3. The white solid obtained in S2 was placed in hot water for recrystallization and purification, and then dried to obtain the bistriazolotriazine fused ring nitrogen-rich compound 2 (0.192 g, 93%).

[0066] The reaction equation for preparing compound 2 from compound 1 is:

[0067]

[0068] Wherein, the steps of preparing compound 1 are:

[0069] S1. Dissolve 2-amine-4,6-dichloro-1,3,5-triazine (0.165 g, 1 mmol) in methanol (10 mL) solution, add 80% hydrazine hydrate (10 mL) solution, a large amount of white solution appears, stir at room temperature for 12 h, filter, rinse with methanol, and vacuum dry to obtain the product 2-amine-4,6-dihydrazine-1,3,5-triazine (0.148 g, 95%).

[0070] S2. Add 2-amine-4,6-dihydrazino-1,3,5-triazine (0.312 g, 2 mmol) to an ethanol (15 mL) solution and stir at room temperature for 0.5 h. The solution becomes a white turbid liquid. Add cyanogen bromide (0.45 g, 4.2 mmol) to the solution and stir at room temperature for 3 d. After the reaction is complete, filter, wash with ethanol and dry in vacuum. Purify by crystallization in a mixed solution of methanol / water to obtain compound 1 (0.323 g, 80%).

[0071] Wherein, the reaction equation for preparing compound 1 is:

[0072]

[0073] Example 2

[0074] like Figure 2 As shown, the method for constructing a bistriazol-triazine fused-ring nitrogen-rich compound comprises the following steps:

[0075] S1. Disperse compound 1 (0.206 g, 1 mmol) in 10 mL of deionized water to obtain a first solution;

[0076] S2. Add 65% nitric acid (HNO3) aqueous solution to the first solution obtained in S1 at a rate of 1.0 mL / min until the first solution is completely clear and transparent. The amount of nitric acid (HNO3) aqueous solution added is 3 mL. Then react at room temperature for 0.5 h. Stop the reaction, filter, wash with water several times, and dry in air to obtain a bistriazol-triazine fused-ring nitrogen-rich compound 2 (0.167 g, 81%).

[0077] The reaction equation for preparing compound 2 from compound 1 is:

[0078]

[0079] Example 3

[0080] like Figure 2 As shown, the method for constructing a bistriazol-triazine fused-ring nitrogen-rich compound comprises the following steps:

[0081] S1. Disperse compound 1 (0.206 g, 1 mmol) in 10 mL of 36% hydrochloric acid (HCl) solution, then react at room temperature for 2 h, stop the reaction, filter, wash with water several times, and dry in air to obtain a bistriazol-triazine fused-ring nitrogen-rich compound 2 (0.103 g, 50%).

[0082] The reaction equation for preparing compound 2 from compound 1 is:

[0083]

[0084] Example 4

[0085] like Figure 2 As shown, the method for constructing a bistriazol-triazine fused-ring nitrogen-rich compound comprises the following steps:

[0086] S1, dispersing compound 3 (0.220 g, 1 mmol) in 10 mL of deionized water to obtain a first solution;

[0087] S2. Add 70% perchloric acid (HClO4) aqueous solution to the first solution obtained in S1 at a rate of 1.0 mL / min until the first solution is completely clear and transparent. The amount of perchloric acid (HClO4) aqueous solution added is 3 mL. Then react at room temperature for 1 h. Stop the reaction and let it stand at room temperature until a white solid precipitates to obtain a white solid. Dry it to obtain a bistriazol-triazine fused-ring nitrogen-rich compound 4 (0.191 g, 87%).

[0088]

[0089] Wherein, the steps of preparing compound 3 are:

[0090] S1. Dissolve cyanuric chloride (0.184 g, 1 mmol) in acetone (10 mL) solution, add 40% methylamine aqueous solution (0.1 g) at 0-5°C, keep the temperature at 0-5°C, stir for 2 h in an ice bath, stop the reaction, and evaporate the solution to obtain a white product, 2-methylacetamide-4,6-dichloro-1,3,5-triazine (0.151 g, 85%).

[0091] S2. Dissolve 2-methylacetamide-4,6-dichloro-1,3,5-triazine (0.178 g, 1 mmol) in methanol (10 mL) solution, add 80% hydrazine hydrate (10 mL) solution, a large amount of white solution appears, stir at room temperature for 12 h, filter, rinse with methanol, and vacuum dry to obtain the product 2-methylacetamide-4,6-dihydrazine-1,3,5-triazine (0.158 g, 93%).

[0092] S3. Add 2-methylacetamide-4,6-dihydrazino-1,3,5-triazine (0.340 g, 2 mmol) to an ethanol (15 mL) solution and stir at room temperature for 0.5 h. The solution becomes a white turbid liquid. Add cyanogen bromide (0.45 g, 4.2 mmol) to the solution and stir at room temperature for 3 d. After the reaction is complete, filter, wash with ethanol and dry in vacuum. Purify by crystallization in a mixed solution of methanol / water to obtain compound 3 (0.323 g, 80%).

[0093] Wherein, the reaction equation for preparing compound 3 is:

[0094]

[0095] Example 5

[0096] The bistriazolotriazine fused ring nitrogen-rich compound ion salt 2-1 has the following structural formula:

[0097]

[0098] The specific synthetic route is:

[0099]

[0100] The construction method includes the following steps:

[0101] S1. Disperse compound 2 (0.206 g, 1 mmol) in 10 mL of deionized water to obtain a second solution;

[0102] S2, add 70% perchloric acid (HClO4) aqueous solution to the second solution until all the solid is dissolved, the amount of perchloric acid (HClO4) aqueous solution added is 3 mL, react at room temperature for 3 hours until a white solid precipitates, stop the reaction, and obtain a white solid;

[0103] S3. The white solid obtained in S2 was recrystallized and purified in a mixed solution of methanol and water to obtain product 2-1 (0.379 g, 93%).

[0104] Example 6

[0105] The bistriazolotriazine fused ring nitrogen-rich compound ion salt 2-2 has the following structural formula:

[0106]

[0107] The specific synthetic route is:

[0108]

[0109] The construction method includes the following steps:

[0110] S1. Disperse compound 2 (0.206 g, 1 mmol) in 10 mL of deionized water to obtain a second solution;

[0111] S2. Add 65% nitric acid (HNO3) aqueous solution to the second solution in an amount of 3 mL until the solid is completely dissolved. After reacting at room temperature for 3 h, stop the reaction, blow dry, and obtain the bistriazol-triazine fused ring nitrogen-rich compound ion salt 2-2 (0.254 g, 74%).

[0112] Example 7

[0113] The bistriazolotriazine fused ring nitrogen-rich compound ion salt 2-2 has the following structural formula:

[0114]

[0115] The specific synthetic route is:

[0116]

[0117] The construction method includes the following steps:

[0118] S1. Disperse compound 2 (0.206 g, 1 mmol) in 10 mL of 36% hydrochloric acid (HCl) solution, react at room temperature for 3 h, then stop the reaction, blow dry, and dry in air to obtain product 2-3;

[0119] S2. Disperse compound 2-3 (0.279 g, 1 mmol) in 10 mL of water, add AgNO3 (0.170 g, 1 mmol) to produce a large amount of white precipitate. Stir at room temperature for 0.5 h, filter, and dry the filtrate to obtain the bistriazol-triazine fused ring nitrogen-rich compound ion salt 2-2 (0.295 g, 89%).

[0120] Detection and analysis

[0121] 1) Nuclear magnetic resonance imaging

[0122] The bistriazolotriazine fused ring nitrogen-rich compound ion salt 2-1 prepared in Example 5 and the bistriazolotriazine fused ring nitrogen-rich compound ion salt 2-2 prepared in Example 6 were subjected to nuclear magnetic resonance detection using a Bruker AVANCE 400 nuclear magnetic resonance instrument. The results are as follows: Figure 3 , Figure 4 , Figure 7 and Figure 8 shown.

[0123] Figure 3 is the nuclear magnetic resonance hydrogen spectrum, from Figure 3 From the analysis, we can see that the two peaks at chemical shifts of 8.8 and 9.6 correspond to two different hydrogens in the energetic salt 2-1 of the bistriazolotriazine fused ring nitrogen-rich compound.

[0124] Figure 4 is the carbon NMR spectrum, from Figure 4 From the analysis, it can be seen that the peak at the chemical shift of 146.18 corresponds to the carbon in the energetic salt 2-1 of the bistriazolotriazine fused ring nitrogen-rich compound.

[0125] Figure 7 is the nuclear magnetic resonance hydrogen spectrum, from Figure 7 From the analysis, we can see that the two peaks at chemical shifts of 9.01 and 14.50 correspond to two different hydrogens in the energetic salt 2-2 of the bistriazolotriazine fused ring nitrogen-rich compound.

[0126] Figure 8 is the carbon NMR spectrum, from Figure 8 From the analysis, it can be seen that the peaks at chemical shifts of 144.99, 145.80, 146.78, and 146.98 correspond to four different carbons in the energetic salt 2-2 of the bistriazolotriazine fused ring nitrogen-rich compound.

[0127] 2) The single crystal structures of the bistriazolotriazine fused ring nitrogen-rich compound 2 and its ion salt 2-1 in Example 1 and Example 5 were obtained by using a Bruker smartApex single crystal diffractometer. Figure 5 and 6 shown.

[0128] from Figure 5From the analysis, it can be seen that the structure of the bistriazolotriazine fused ring nitrogen-rich compound 2 prepared in Example 1 is determined to be a two-dimensional planar shape.

[0129] from Figure 6 Analysis shows that the energetic salt 2-1 of the bistriazolotriazine fused ring nitrogen-rich compound prepared in Example 5 forms a eutectic with a water molecule.

[0130] In summary, the bistriazolotriazine fused ring nitrogen-rich compound of the present invention has the characteristics of a two-dimensional planar structure, rich nitrogen content and three amino groups, good stability, and can introduce specific functional groups in a targeted manner. The amino groups in the amino-substituted nitrogen-rich fused ring compound can directly form energetic salts, and can also be modified to obtain quaternary ammonium salts and substituted amine structures, which have potential application value in constructing new fused ring structures.

[0131] The method for constructing the bistriazolotriazine fused ring nitrogen-rich compound of the present invention obtains two mutually isomeric bistriazolotriazine fused ring nitrogen-rich compounds by molecular rearrangement under acidic conditions, and verifies the rearrangement mechanism by combining experiments with theoretical calculations. The method is simple, has high preparation efficiency, and high product purity, and provides a basis for the subsequent design and synthesis of fused ring energetic molecules, etc., and has the advantages of being environmentally friendly, simple to operate, and excellent product performance. It has broad application prospects in the fields of energy, medicine, materials science, etc., and has promotion and application value in the field of organic compound technology.

[0132] The above embodiments are only preferred embodiments for fully illustrating the present invention, and the protection scope of the present invention is not limited thereto. Any equivalent substitution or change made by a person skilled in the art based on the present invention is within the protection scope of the present invention.

Claims

1. A bistriazolotriazine fused ring nitrogen-rich compound, characterized in that: The compound whose structural formula is shown in Formula I and its racemate, stereoisomer, tautomer or pharmaceutically acceptable salt; In formula I, R is selected from electron donating groups.

2. The bistriazolotriazine fused-ring nitrogen-rich compound according to claim 1, characterized in that: The R is at least one selected from a dialkylamino group having 1 to 6 carbon atoms, a monoalkylamino group having 1 to 6 carbon atoms, an amino group, a hydroxyl group, an alkoxy group having 1 to 6 carbon atoms, a mercapto group, and a thiol alkyl group having 1 to 6 carbon atoms.

3. The bistriazolotriazine fused-ring nitrogen-rich compound according to claim 1, characterized in that: The compound represented by formula I is obtained by rearranging the compound represented by formula II twice; In formula II, R is selected from electron donating groups.

4. The bistriazolotriazine fused-ring nitrogen-rich compound according to claim 3, characterized in that: The two rearrangements occur continuously. The structure of the product of the first Dimroth rearrangement is shown in Formula III, and the structure of the product of the second Dimroth rearrangement is shown in Formula I.

5. A method for constructing a bistriazolotriazine fused-ring nitrogen-rich compound according to any one of claims 1 to 4, characterized in that: The following steps are involved: Dispersing the compound represented by Formula II in water or an acid solution to obtain a first solution; adding the acid solution to the first solution, stirring the reaction, and standing to precipitate a white solid which is the compound represented by Formula I; 6. The method for constructing the bistriazolotriazine fused-ring nitrogen-rich compound according to claim 5, characterized in that: The acid solution is selected from at least one of a hydrofluoric acid (HF) solution with a mass concentration of 60%, a hydrochloric acid (HCl) solution with a mass concentration of 36%, a nitric acid (HNO3) solution with a mass concentration of 65%, a perchloric acid (HClO4) solution with a mass concentration of 70%, and a sulfuric acid (H2SO4) solution with a mass concentration of 65%.

7. The method for constructing the bistriazolotriazine fused-ring nitrogen-rich compound according to claim 5, characterized in that: The stirring reaction temperature is 0°C to 50°C; And / or, the stirring reaction time for preparing the skeleton is 0.5h to 3h.

8. The method for constructing the bistriazolotriazine fused-ring nitrogen-rich compound according to claim 5, characterized in that: The acid solution is added dropwise at a rate of 1.0 mL / min to 1000 mL / min.

9. The method for constructing the bistriazolotriazine fused-ring nitrogen-rich compound according to claim 5, characterized in that: The acid solution is added in an amount until the first solution becomes completely clear and transparent.

10. Use of the bistriazolotriazine fused-ring nitrogen-rich compound according to any one of claims 1 to 4, characterized in that: Application of the bistriazolotriazine fused ring nitrogen-rich compound as a precursor for preparing nitrogen-fused ring compounds; And / or, use of the bistriazolotriazine fused-ring nitrogen-rich compound as a precursor for preparing energetic materials.

Images