A process for the synthesis of N,N',N''-tripivaloyl-1,3,5-triaminobenzaldehyde

Abstract

This invention provides a synthetic process for N,N',N”-tripentanoyl-1,3,5-triaminobenzaldehyde, which is obtained by oxidizing the benzyl C-H bond of N,N',N”-tripentanoyl-1,3,5-triaminobenzaldehyde to form an aldehyde group. The synthetic process includes: reacting N,N',N”-tripentanoyl-1,3,5-triaminobenzaldehyde with FeCl3. . 6H₂O was added to an appropriate amount of dimethyl sulfoxide (DMSO) solvent to form a reaction system; the reaction system was transferred to an environment of 20-25°C for blue light irradiation, and the reaction was continuously stirred for 18-24 hours; after the reaction was completed, N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde was isolated from the reaction system. The synthesis process of N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde provided by this invention has advantages such as mild synthesis conditions, no use of toxic reagents and transition metals in the synthesis process, simple synthesis operation, high target selectivity, and easy scale-up of the synthesis process. It is a sustainable strategy for the synthesis of aromatic aldehydes by benzyl oxidation.

Description

Technical Field

[0001] This invention relates to the field of chemical materials technology, and in particular to a synthesis process for N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde. Background Technology

[0002] Aromatic aldehydes are an important organic framework structure, playing an irreplaceable role in the production of fine chemicals such as pesticides, fragrances, and pharmaceuticals. Unlike aliphatic aldehydes, they have two single bonds on their carbonyl group, one connected to an aryl group and the other to a hydrogen atom, forming aromatic aldehydes. Aromatic aldehydes lie between alcohols and acids; they can be further oxidized to synthesize benzoic acid or reduced to synthesize benzyl alcohol. Due to their multifunctional structure, aromatic aldehydes are often used as synthetic modules for important molecules, such as vesicular 2,6-bis(7-benzamidoquinoline)pyridine derivatives.

[0003] Current research on the synthesis of aromatic aldehydes shows that most methods using transition metals such as Co, Au, Ru, Cr, Ir, Cu, V, or Mn as catalysts require external additives or harsh conditions, especially high temperature and high pressure, which limits the sustainability and selectivity of these methods. Furthermore, alkyl aromatic hydrocarbon oxidation methods developed using permanganate, persulfate, and tert-butyl peroxide as oxidants lack atom economy.

[0004] Therefore, the development of green, efficient, and low-cost methods for the synthesis of aromatic aldehydes has attracted increasing attention. Summary of the Invention

[0005] To address the aforementioned problems in the existing technology, this invention provides a synthesis process for N,N',N”-terpentanoyl-1,3,5-triaminobenzaldehyde, to achieve a green, efficient, and low-cost synthesis of N,N',N”-terpentanoyl-1,3,5-triaminobenzaldehyde.

[0006] The specific details of the invention are as follows:

[0007] This invention provides a process for synthesizing N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde, wherein the N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde is obtained by oxidizing the benzyl C-H bond of N,N',N”-tert-pentanoyl-1,3,5-triaminotoluene to form an aldehyde group;

[0008] The synthesis process includes:

[0009] N,N',N”-terpentanoyl-1,3,5-triaminotoluene and FeCl3 . 6H2O is added to an appropriate amount of dimethyl sulfoxide solvent to form the reaction system;

[0010] The reaction system was transferred to an environment of 20-25℃ and irradiated with blue light, and the reaction was continuously stirred for 18-24 hours.

[0011] After the reaction was complete, N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde was isolated from the reaction system.

[0012] In the reaction system, the concentration of N,N',N”-tert-pentanoyl-1,3,5-triaminotoluene is 50 mM-0.2 M, and the FeCl3... . The concentration of 6H2O is 5%-10% of the concentration of N,N',N”-tert-pentanoyl-1,3,5-triaminotoluene.

[0013] Optionally, the concentration of N,N',N”-tert-pentanoyl-1,3,5-triaminotoluene is 0.1 M, and the FeCl3 . The concentration of 6H2O is 5% of the concentration of N,N',N”-tert-pentanoyl-1,3,5-triaminotoluene.

[0014] Optionally, the blue light is provided by an LED light.

[0015] Optionally, the LED light has a power of 45W and the blue light has a wavelength of 390-465nm.

[0016] Optionally, the reaction temperature is 25°C and the reaction time is 24 hours.

[0017] Optionally, the separation process includes: extracting the reaction system with saturated brine and dichloromethane, taking the organic layer for chromatography, or...

[0018] The reaction system was directly recrystallized to obtain N,N',N”-terpentanoyl-1,3,5-triaminobenzaldehyde.

[0019] Optionally, the chromatography process uses a 200-300 mesh silica gel column for wet column purification; the recrystallization process involves dropping the reaction system into water to precipitate the crystals and then filtering them.

[0020] Optionally, the reaction process is monitored by TLC to detect the formation of N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde and to confirm the reaction endpoint.

[0021] Optionally, the yield of N,N',N”-terpentanoyl-1,3,5-triaminobenzaldehyde is greater than 50%.

[0022] Compared with the prior art, the present invention has the following advantages:

[0023] This invention provides a synthetic process for N,N',N”-tripentanoyl-1,3,5-triaminobenzaldehyde, which is obtained by oxidizing the benzyl C-H bond of N,N',N”-tripentanoyl-1,3,5-triaminobenzaldehyde to form an aldehyde group. The synthetic process includes: reacting N,N',N”-tripentanoyl-1,3,5-triaminobenzaldehyde with FeCl3. . 6H₂O was added to an appropriate amount of dimethyl sulfoxide (DMSO) solvent to form a reaction system; the reaction system was transferred to an environment of 20-25℃ for blue light irradiation, and the reaction was continuously stirred for 18-24 hours; after the reaction was completed, N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde was isolated from the reaction system. N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde is the precursor for the synthesis of N,N,N-tert-pentanoyl-1,3,5-triaminobenzene (trade name: X). This invention provides a crucial intermediate for the synthesis of N,N',N''-tert-pentanoyl-1,3,5-triaminobenzaldehyde. Compared to traditional methods for preparing N,N',N''-tert-pentanoyl-1,3,5-triaminobenzaldehyde, the synthesis process offered by this invention offers advantages such as a simplified preparation route, mild synthesis conditions, no use of toxic reagents or transition metals, simple operation, high target selectivity, high yield, and easy scale-up. It represents a sustainable strategy for the synthesis of aromatic aldehydes via benzyl oxidation. Attached Figure Description

[0024] To more clearly illustrate the technical solutions in the embodiments of the present invention or the prior art, the drawings used in the description of the embodiments or the prior art will be briefly introduced below. Obviously, the drawings described below are only some embodiments of the present invention. For those skilled in the art, other drawings can be obtained based on these drawings without creative effort.

[0025] Figure 1 A flowchart illustrating the synthesis process of N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde provided in an embodiment of the present invention is shown.

[0026] Figure 2 The following is a hydrogen nuclear magnetic resonance spectrum of N,N',N”-tert-pentanoyl-1,3,5-triaminotoluene provided in an embodiment of the present invention. 1 H NMR (DMSO, 400MHz)

[0027] Figure 3 The following is a 1H NMR spectrum of N,N',N”-tert-pentanoyl-1,3,5-triaminotoluene provided in an embodiment of the present invention. 13C NMR (DMSO, 101MHz)

[0028] Figure 4 The 1H NMR spectrum of N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde provided in this embodiment of the invention is shown. 1 H NMR (DMSO, 400MHz)

[0029] Figure 5 The 1H NMR spectrum of N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde provided in this embodiment of the invention is shown. 13 C NMR (DMSO, 101MHz)).

[0030] Figure 6 The infrared spectrum of N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde provided in an embodiment of the present invention is shown. Detailed Implementation

[0031] The technical solutions of the embodiments of the present invention will be clearly and completely described below with reference to the accompanying drawings. Obviously, the described embodiments are only some embodiments of the present invention, and not all embodiments. The following description of at least one exemplary embodiment is merely illustrative and is in no way intended to limit the present invention or its application or use. Based on the embodiments of the present invention, any product that is the same as or similar to the present invention, derived by any person under the guidance of the present invention or by combining the features of the present invention with other prior art, falls within the protection scope of the present invention. Furthermore, all other embodiments obtained by those skilled in the art without inventive effort are within the protection scope of the present invention.

[0032] Specific experimental steps or conditions are not specified in the embodiments; they can be performed according to the conventional experimental steps or conditions described in the prior art. Reagents and other instruments used, unless otherwise specified, are all commercially available conventional reagent products. Furthermore, the accompanying drawings are merely illustrative diagrams of the embodiments of the present invention and are not necessarily drawn to scale. The same reference numerals in the drawings denote the same or similar parts, and therefore, repeated descriptions of them will be omitted. Some block diagrams shown in the drawings are functional entities and do not necessarily correspond to physically or logically independent entities.

[0033] Techniques, methods, and devices known to those skilled in the art may not be discussed in detail, but where appropriate, such techniques, methods, and devices should be considered part of this specification.

[0034] In the description of this invention, it should be understood that the use of terms such as "first" and "second" to define components is merely for the purpose of distinguishing the corresponding components. Unless otherwise stated, the above terms have no special meaning and therefore should not be construed as limiting the scope of protection of this invention.

[0035] Furthermore, the technical features involved in the different embodiments of the present invention described below can be combined with each other as long as they do not conflict with each other.

[0036] Aromatic aldehydes not only play a crucial role in the derivatization of natural product molecules, but also act as a pivotal element in the later-stage modification of bioactive molecules. However, existing methods for preparing aromatic aldehydes from the oxidation of alkyl aromatics often require the use of external oxidants or toxic reagents. While these methods achieve the oxidation of alkyl aromatics, they cause significant environmental pollution. Furthermore, because the oxidizability of aromatic aldehydes is much higher than that of alkyl aromatics, the reaction process requires inhibitors to prevent further oxidation and loss of the generated target compound.

[0037] Therefore, existing methods for preparing aromatic aldehydes from the oxidation of alkyl aromatics are not economical and require further improvement. This invention, based on research into benzyl C-H bond oxidation, provides a process for synthesizing N,N',N''-tert-pentanoyl-1,3,5-triaminobenzaldehyde from N,N',N''-tert-pentanoyl-1,3,5-triaminobenzaldehyde. This process offers advantages such as mild synthesis conditions, no use of toxic reagents or transition metals, simple operation, high selectivity for the target compound, and easy scale-up. Specific implementation details are as follows:

[0038] This invention provides a synthesis process for N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde, which is obtained by oxidizing the benzyl C-H bond of N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde to form an aldehyde group. Figure 1 The following is a flowchart illustrating the synthesis process of N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde according to an embodiment of the present invention. Figure 1 As shown, the synthesis process includes the following steps:

[0039] Step 1: Mix N,N',N”-terpentanoyl-1,3,5-triaminotoluene and FeCl3 . 6H2O is added to an appropriate amount of dimethyl sulfoxide (DMSO) solvent to form the reaction system;

[0040] Step 2: Transfer the reaction system to an environment of 20-25℃ for blue light irradiation, and stir continuously for 18-24 hours;

[0041] Step 3: After the reaction is complete, N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde is separated from the reaction system.

[0042] In specific implementation, this invention uses N,N',N”-tripentanoyl-1,3,5-triaminotoluene (0.1 M, 1 equiv) as the substrate, and optimizes the synthesis conditions of N,N',N”-tripentanoyl-1,3,5-triaminobenzaldehyde under the set primary reaction conditions. It should be noted that the following optimization process assumes the concentration of N,N',N”-tripentanoyl-1,3,5-triaminotoluene is 1 equivalent (equiv) to illustrate the relationship between the amounts of other reagents. The set primary reaction conditions include: FeCl3 as a photosensitizer (0.1 equiv), TBACl as a catalyst (0.1 equiv), Cl3CCH3OH as an additive (0.2 equiv), the solvent provided in Table 1 (0.1 M), an oxygen atmosphere, and irradiation with a blue LED at 25°C for 24 hours. The reaction conditions and equations are shown in Equation I:

[0043]

[0044] Table 1 Yields of the target product in different solvents

[0045]

[0046] As shown in Table 1, the present invention carries out the reaction shown in Equation I under the reaction conditions shown in Equation I (see serial number 1 for details), and the products are analyzed by NMR. 1 ¹H NMR analysis showed that the system contained the target product in 3% yield. Furthermore, after changing the solvent, most of the solvents shown in Table 1 failed to initiate the reaction or only produced trace amounts of product. However, when the solvent was changed to DMSO, we detected 63% of the target product. Therefore, DMSO was selected as the solvent for further screening in subsequent processes, and the reaction conditions and equations are shown in Equation II.

[0047]

[0048] Furthermore, to verify the role of trichloroethanol and tetrabutylammonium chloride in the reaction conditions given in Formula II, this invention confirmed the necessary conditions for the reaction. The results are shown in Table 2.

[0049] Table 2. Necessary Condition Control Experiment

[0050]

[0051] Table 2 shows that neither trichloroethanol nor tetrabutylammonium chloride promoted the reaction. Furthermore, the reaction was more efficient without either, achieving a yield of 89% (shown in item 4). Using air instead of oxygen also yielded good results, with a yield not significantly different from using oxygen as the oxidant. Since air is more convenient and safer than oxygen, this invention used air as the oxygen source in the following experiments. The reaction conditions and equations are shown in Equation III:

[0052]

[0053] Next, the present invention verifies the catalytic effect of different iron salts on the reaction of Formula III. The reaction of Formula III was carried out using different iron salt catalysts shown in Table 3, and the results are shown in Table 3.

[0054] Table 3 Catalyst Screening

[0055]

[0056] Table 3 shows that, except for ferric chloride, the catalytic effects of other iron salts are very poor. Interestingly, ferric chloride with water of crystallization can also catalyze the reaction, and the yield is slightly improved. It is speculated that the presence of water may prevent excessive oxidation in the reaction, resulting in a slightly higher aldehyde content after the reaction compared to iron catalysis without water of crystallization (see serial numbers 1 and 2). Considering that ferric chloride is hygroscopic and that ferric chloride with water of crystallization is easier to handle (ferric chloride easily absorbs water, making weighing difficult), this invention replaces the catalyst with ferric chloride hexahydrate for further optimization.

[0057] After determining the type of catalyst, this invention further investigated whether the catalyst content could be reduced to make the reaction more green and efficient. Therefore, the catalyst loading was screened, and the results are shown in Table 4. It should be noted that n mol% represents the FeCl3·6H2O content as n% of the N,N',N”-tert-pentanoyl-1,3,5-triaminotoluene substrate concentration.

[0058] Table 4. Screening of catalyst amounts

[0059]

[0060]

[0061] It was found that when the catalyst loading was 5 mol% (shown in number 5), the reaction yield only decreased slightly. Therefore, further optimization was carried out using a 5 mol% catalyst, and the reaction conditions and equations are shown in Equation V:

[0062]

[0063] Having determined the solvent, catalyst, and catalyst loading for the reaction, this invention further investigates whether there is room for improvement in the concentration of the reaction substrate. The results are shown in Table 5. As the substrate concentration increases, the yield gradually decreases; however, the yield change is not significant at lower concentrations.

[0064] Table 5 Screening of reaction substrate concentrations

[0065]

[0066] After experimental screening of various reaction conditions as described above, the reaction conditions determined by this invention are as follows: N,N',N”-terpentanoyl-1,3,5-triaminotoluene (50mM-0.2M, 1 equiv), FeCl3 . 6H₂O (0.05-0.10 equiv). That is, N,N',N”-terpentanoyl-1,3,5-triaminotoluene reacts with FeCl₃ . The molar ratio of 6H₂O is 20:1-2. Preferred conditions are N,N',N”-tert-pentanoyl-1,3,5-triaminotoluene (0.1 M, 1 equiv) and FeCl₃. . 6H₂O (0.05 equiv). Blue light can be provided by LED lights. The wavelength of blue light is 390-465 nm.

[0067] To enable those skilled in the art to more clearly understand the present invention, the following embodiments are provided to illustrate in detail the synthesis process of N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde according to the present invention.

[0068] All reagents used in the following examples were reagent-grade and purchased from companies such as Sigma Aldrich, Alfa-Aesar, Anaiji, Bide, Leyan, and Runze. Unless otherwise specified, no further purification was required. Nitrogen, argon, and oxygen used in the experiments were provided by Nanchang Hongwei Gas Co., Ltd. TLC analysis was performed using 0.20 mm thick GF254 silica gel plates (Shandong Yantai Jiangyou Silica Gel Co., Ltd.) with a 254 nm fluorescent indicator. The TLC plates were developed using UV light or with alkaline potassium permanganate reagents (KMnO4, K2CO3, NaOH, H2O). Purification of general products is achieved through rapid column chromatography using silica gel (200-300 mesh). For large quantities of crude products that are difficult to separate, silica gel powder (300-400 mesh) can be used as the stationary phase. For small quantities of crude products (<50 mg), PTLC can be used for separation and purification. The mobile phase solvents for column chromatography are hexane, ethyl acetate, dichloromethane, and methanol, all of which are redistilled at low temperature before use. The solvent used for NMR analysis is CDCl3 (TMS) provided by Beijing Innocare Reagent Co., Ltd. 1Hδ=0;CDCl3, 1 Hδ=7.26, 13 Cδ=7.16) or DMSO-d6(TMS, 1 Hδ=0;DMSO-d6, 1 Hδ=2.50, 13 Cδ = 39.2). Chemical shifts (δ) in spectral data are reported in ppm, and coupling constants (J) are in Hz. The following abbreviations are used to indicate peak multiplicity: s = singlet, d = doublet, t = triplet, q = quartet, m = multiply.

[0069] Example 1

[0070] Add triterpenamide toluene (0.2 mmol, 1.0 equiv) and FeCl3 sequentially to a dry 10 mL Schlenk tube with a magnetic inlet. . Add 2.7 mg of 6H₂O (5 mol%) to DMSO (2 mL). Stir at room temperature for 24 h under irradiation with a blue LED lamp (45 W, 390 nm) at 25 °C. After the reaction is complete, extract with dichloromethane and saturated brine, concentrate the organic layer under reduced pressure, and purify the crude product by wet column chromatography (200-300 mesh) to obtain N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde in 84% yield.

[0071] Example 2

[0072] Add triterpenamide toluene (0.2 mol, 1.0 equiv) and FeCl3 sequentially to a dry 10 mL Schlenk tube with a magnetic induction. . Add 5.4 mg of 6H₂O (10 mol%) to 2 mL of DMSO. Stir at room temperature for 24 h under a blue LED lamp (45 W, 390 nm) at 25 °C. After the reaction is complete, extract with dichloromethane and saturated brine. Concentrate the organic layer under reduced pressure. Purify the crude product by wet column chromatography (200-300 mesh) to obtain N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde in 89% yield.

[0073] Example 3

[0074] Add triterpenamide toluene (0.2 mol, 1.0 equiv) and FeCl3 sequentially to a dry 10 mL Schlenk tube with a magnetic induction. .6H2O (4.1 mg, 7.5 mol%) was added to DMSO (2 mL). The mixture was stirred at room temperature for 24 h under a blue LED lamp (45 W, 390 nm) at 25 °C. After the reaction was complete, the mixture was extracted with dichloromethane and saturated brine. The organic layer was concentrated under reduced pressure, and the crude product was purified by wet column chromatography (200-300 mesh) to give N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde in 86% yield.

[0075] Example 4

[0076] Add N,N',N”-tert-pentanoyl-1,3,5-triaminotoluene (5.0 g, 12.84 mmol) and FeCl3 sequentially to a dry 250 mL round-bottom flask equipped with a magnetic inlet. . 6H2O (173.53 mg, 5 mol%) was added to DMSO (128.4 mL). The mixture was stirred at room temperature for 24 h under irradiation with a blue LED lamp (45 W, 465 nm) at 25 °C. The reaction was monitored by TLC. After the reaction was complete, 600 mL of H2O was added, and a white solid crystallized out. The solid was then filtered to obtain 4.61 g of the target product, with a yield of 89%.

[0077] Figure 2 The following is a 1H NMR spectrum of N,N',N”-tert-pentanoyl-1,3,5-triaminotoluene provided in an embodiment of the present invention. 1 H NMR (DMSO, 400MHz) Figure 3 The following is a 1H NMR spectrum of N,N',N”-tert-pentanoyl-1,3,5-triaminotoluene provided in an embodiment of the present invention. 13 C NMR (DMSO, 101MHz) Figure 4 The 1H NMR spectrum of N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde provided in this embodiment of the invention is shown. 1 H NMR (DMSO, 400MHz) Figure 5 The 1H NMR spectrum of N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde provided in this embodiment of the invention is shown. 13 C NMR (DMSO, 101MHz) Figure 6 The infrared spectrum of N,N',N”-tert-pentanoyl-1,3,5-triaminobenzaldehyde provided in the embodiments of the present invention is shown. Examples 1-3 above all use air as the oxygen source, requiring no high temperature or high pressure, and utilize inexpensive and readily available FeCl3. .Using 6H2O as a photosensitizer and dimethyl sulfoxide as a solvent, the reaction process is well contained in the aldehyde stage without excessive oxidation to benzoic acid, thus achieving the preparation of N,N',N”-terpentanoyl-1,3,5-triaminobenzaldehyde in a high yield (greater than 80%).

[0078] In the description of this specification, the references to terms such as "one embodiment," "some embodiments," "example," "specific example," or "some examples," etc., indicate that a specific feature, structure, material, or characteristic described in connection with that embodiment or example is included in at least one embodiment or example of the invention. In this specification, the illustrative expressions of the above terms do not necessarily refer to the same embodiment or example. Furthermore, the specific features, structures, materials, or characteristics described may be combined in any suitable manner in one or more embodiments or examples. In addition, those skilled in the art can combine and integrate the different embodiments or examples described in this specification.

[0079] For the sake of simplicity, the method embodiments are described as a series of actions. However, those skilled in the art should understand that the present invention is not limited to the described order of actions, as some steps can be performed in other orders or simultaneously according to the present invention. Furthermore, those skilled in the art should also understand that the embodiments described in the specification are preferred embodiments, and the actions and components involved are not necessarily essential to the present invention.

[0080] The above provides a detailed description of the synthesis process of N,N,N-tert-pentanoyl-1,3,5-triaminobenzaldehyde provided by the present invention. Specific examples have been used to illustrate the principles and implementation methods of the present invention. The descriptions of the above embodiments are only for the purpose of helping to understand the method and core ideas of the present invention. At the same time, for those skilled in the art, there will be changes in the specific implementation methods and application scope based on the ideas of the present invention. Therefore, the content of this specification should not be construed as a limitation of the present invention.

Claims

1. A process for synthesizing N,N',N''-tert-pentanoyl-1,3,5-triaminobenzaldehyde, characterized in that, The N,N',N''-tertivaloylated-1,3,5-triaminobenzaldehyde is obtained by oxidizing the benzyl C-H bond of N,N',N''-tertivaloylated-1,3,5-triaminotoluene to form an aldehyde group; The synthesis process includes: N,N',N''-terpentanoyl-1,3,5-triaminotoluene and FeCl3 . 6H2O is added to an appropriate amount of dimethyl sulfoxide solvent to form the reaction system; The reaction system was transferred to an environment of 20-25 °C for blue light irradiation, and the reaction was continuously stirred for 18-24 hours. After the reaction was complete, N,N',N''-tert-pentanoyl-1,3,5-triaminobenzaldehyde was isolated from the reaction system. In the reaction system, the concentration of N,N',N''-tert-pentanoyl-1,3,5-triaminotoluene is 50 mM-0.2 M, and the FeCl3... . The concentration of 6H2O is 5%-10% of the concentration of N,N',N''-tert-pentanoyl-1,3,5-triaminotoluene.

2. The synthesis process according to claim 1, characterized in that, The concentration of N,N',N''-tert-pentanoyl-1,3,5-triaminotoluene is 0.1 M, and the FeCl3... . The concentration of 6H2O is 5% of the concentration of N,N',N''-tertivalyl-1,3,5-triaminotoluene.

3. The synthesis process according to claim 1, characterized in that, The blue light is provided by LED lights.

4. The synthesis process according to claim 3, characterized in that, The LED light has a power of 45 W, and the blue light has a wavelength of 390-465 nm.

5. The synthesis process according to claim 1, characterized in that, The reaction temperature was 25 °C and the reaction time was 24 h.

6. The synthesis process according to claim 1, characterized in that, The separation process includes: extracting the reaction system with saturated brine and dichloromethane, and then performing chromatographic treatment on the organic layer, or The reaction system was directly recrystallized to obtain N,N',N''-tert-pentanoyl-1,3,5-triaminobenzaldehyde.

7. The synthesis process according to claim 6, characterized in that, The chromatography process employs wet column purification using a 200-300 mesh silica gel column.

8. The synthesis process according to claim 6, characterized in that, The recrystallization process involves dropping the reaction system into water to precipitate the crystals and then filtering them.

9. The synthesis process according to claim 1, characterized in that, The reaction process was monitored by TLC to detect the formation of N,N',N''-tert-pentanoyl-1,3,5-triaminobenzaldehyde and to confirm the reaction endpoint.

10. The synthesis process according to claim 1, characterized in that, The yield of N,N',N''-tert-pentanoyl-1,3,5-triaminobenzaldehyde is greater than 50%.

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