Synthesis method of bis-hydroxyethyl amino propyl hydroxyethyl hexadecylamine
The synthesis of bishydroxyethylaminopropylhydroxyethylhexylamine through nucleophilic substitution, reduction and ring opening addition steps has solved the problem of insufficient research on its synthetic method, achieved efficient and green chemical synthesis methods, and improved the Ao Accuracy and reliability of Laflox detection.
Patent Information
- Application Number
- CN202411732642.0
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2024-11-29
- Publication Date
- 2024-12-27
- Estimated Expiration
- Not applicable · inactive patent
AI Technical Summary
Inadequate research on the synthesis method of bishydroxyethylaminopropylhydroxyethylhexylamine has limited its further development and application in many fields, especially its advantages as reference for quantitative qualitative standards for olafluoride cannot be fully utilized. .
Synthesis of bishydroxyethylaminopropylhydroxyethylhexylamine by a three-step process: the first step is to mix N-(3-bromopropyl)phenylenediamine, hexadecamine and base in an organic solvent The reaction forms the first intermediate, the second step is to mix the first intermediate and hydrazine hydrate under low temperature environment to reduce the reaction to form the second intermediate, and the third step is to react with ethylene oxide in an organic solvent to form bishydroxyethylamino Propyl hydroxyethylhexylamine. This method adopts nucleophilic substitution, reduction, and ring opening addition steps, which are easy to obtain, and the steps are simple and efficient, and meet the requirements of green chemistry.
It has achieved efficient synthesis of bishydroxyethylaminopropylhydroxyethylhexylamine, high product quality, conforms to the development trend of green chemistry, improves the accuracy and reliability of Olafluor detection, and provides a scientific basis for its quality evaluation. .
Smart Images

Figure CN119191998A_ABST
Abstract
Description
Technical Field
[0001] The invention relates to the technical field of chemical synthesis, and in particular to a method for synthesizing bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine. Background Art
[0002] In the field of fine chemicals, the synthesis research of organic compounds has always been the key driving force for the development of the industry. As an organic compound with potential application value, the research on the synthesis method of bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine is of great significance.
[0003] The development of the chemical industry is closely related to the performance and application of various organic compounds. With the continuous evolution of technology, the requirements for organic compounds are becoming more and more stringent. Not only do they need to have diverse properties, but they also need to meet many standards such as high efficiency and environmental protection. The molecular structure of bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine contains special chemical information. The interaction between different functional groups in its structure gives it the potential to play an important role in many fields. In the field of materials science, it may be a key functional ingredient that has a positive impact on the performance improvement of materials. In the field of biochemical engineering, bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine may also play an important role. It may be able to participate in the synthesis or modification of bioactive substances, and through specific interactions with biomolecules, it can provide strong support for the development of new drugs and innovation of biological detection technologies.
[0004] It is particularly noteworthy that bis(hydroxyethylaminopropylhydroxyethylhexadecylamine) has an advantage that cannot be ignored as a quantitative and qualitative standard reference for olaflu. In the field of chemical analysis, accurate quantitative and qualitative detection is crucial for the quality control, performance research and development of new compounds of compounds. Although it is not olaflu itself, it can provide extremely valuable reference data in olaflu-related research. Through a comprehensive and in-depth quantitative and qualitative analysis of bis(hydroxyethylaminopropylhydroxyethylhexadecylamine, a more complete detection system and standards can be established. This will help improve the accuracy and reliability of olaflu detection and provide a more scientific basis for olaflu quality assessment.
[0005] However, the current research on the synthesis method of bis(hydroxyethylaminopropylhydroxyethyl)hexadecylamine is relatively insufficient, which limits its further development and application in the above-mentioned fields. Therefore, in-depth exploration of its synthesis method is of great practical significance for giving full play to the potential of bis(hydroxyethylaminopropylhydroxyethyl)hexadecylamine in multiple fields, especially as a quantitative and qualitative standard reference for olaflu. Summary of the invention
[0006] The purpose of the present invention is to provide a method for synthesizing bishydroxyethylaminopropylhydroxyethylhexadecylamine. The bishydroxyethylaminopropylhydroxyethylhexadecylamine is prepared by a simple and efficient preparation method, has good atom economy, and is in line with the development trend of green chemistry.
[0007] To achieve the above purpose, the present technical scheme provides a method for synthesizing bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine, comprising the following steps: S1: Synthesizing a first intermediate: mixing N-(3-bromopropyl)phenylenediamine, hexadecylamine and a base in a set ratio in a first organic solvent to react to obtain a first intermediate; S2: synthesizing the second intermediate: mixing the first intermediate and hydrazine hydrate in a second organic solvent and subjecting the mixture to a reaction at a low temperature to obtain the second intermediate; S3: Synthesis of bis(hydroxyethylaminopropylhydroxyethylhexadecylamine): The second intermediate and ethylene oxide are mixed in a third organic solvent to react to obtain bis(hydroxyethylaminopropylhydroxyethylhexadecylamine).
[0008] The present scheme provides a bishydroxyethylaminopropyl hydroxyethylhexadecylamine synthesized according to the above-mentioned synthesis method of bishydroxyethylaminopropyl hydroxyethylhexadecylamine.
[0009] Compared with the prior art, the technical scheme has the following characteristics and beneficial effects: The synthesis of dihydroxyethylaminopropylhydroxyethylhexadecylamine in this scheme has many beneficial effects. First, the synthesis method adopts nucleophilic substitution, reduction, and ring-opening addition steps, the raw materials are easy to obtain, the steps are simple and efficient, the product quality is high, and it meets the requirements of green chemistry. In step S1, a specific base (such as N, N-diisopropylethylamine) can neutralize hydrobromic acid, avoid acid accumulation and induce side reactions, promote the forward progress of nucleophilic substitution reaction, improve efficiency, and a suitable organic solvent (such as tetrahydrofuran) can fully dissolve the reactants and intermediates. In step S2, the selected organic solvent is conducive to the reaction, the suitable molar ratio of intermediates and hydrazine hydrate can ensure the reduction effect and reduce side reactions, and the low temperature environment can control the reaction rate and reduce side reactions. In step S3, the organic solvent and reaction conditions can ensure the smooth progress of the ring-opening addition reaction, and the excess of ethylene oxide increases the yield. In addition, there is a purification step to further ensure the product quality. BRIEF DESCRIPTION OF THE DRAWINGS
[0010] Figure 1 It is a synthetic process route of bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine.
[0011] Figure 2 This is the hydrogen nuclear magnetic resonance spectrum of the bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine obtained in Example 1 of the present invention.
[0012] Figure 3This is a liquid chromatography purity spectrum of bis(hydroxyethylaminopropylhydroxyethylhexadecylamine) obtained in Example 1 of the present invention.
[0013] Figure 4 This is a liquid chromatography-mass spectrometry (LC-MS) spectrum of bis(hydroxyethylaminopropylhydroxyethylhexadecylamine) obtained in Example 1 of the present invention. DETAILED DESCRIPTION
[0014] The following will be combined with the accompanying drawings in the embodiments of the present invention to clearly and completely describe the technical solutions in the embodiments of the present invention. Obviously, the described embodiments are only part of the embodiments of the present invention, not all of the embodiments. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field belong to the scope of protection of the present invention.
[0015] It is to be understood that the term "one" should be understood as "at least one" or "one or more", that is, in one embodiment, the number of an element may be one, while in another embodiment, the number of the element may be multiple, and the term "one" should not be understood as a limitation on the quantity.
[0016] This scheme provides a method for synthesizing bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine. A brief explanation of the terms involved in the scheme is given below: The term "bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine" represents a compound having the general formula shown in Formula I: .
[0017] The term "room temperature" refers to a temperature between 20 and 30°C.
[0018] Specifically, the synthesis method of bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine provided in this scheme comprises the following steps: S1: Synthesizing a first intermediate: mixing N-(3-bromopropyl)phenylenediamine, hexadecylamine and a base in a set ratio in a first organic solvent to react to obtain a first intermediate; S2: synthesizing the second intermediate: mixing the first intermediate and hydrazine hydrate in a second organic solvent and subjecting the mixture to a reaction at a low temperature to obtain the second intermediate; S3: Synthesis of bis(hydroxyethylaminopropylhydroxyethylhexadecylamine): The second intermediate and ethylene oxide are mixed in a third organic solvent to react to obtain bis(hydroxyethylaminopropylhydroxyethylhexadecylamine).
[0019] The reaction process of the synthetic method of the bishydroxyethylaminopropylhydroxyethylhexadecylamine is as follows Figure 1As shown, this scheme adopts the principle of nucleophilic substitution to synthesize the first intermediate, wherein the bromine atom in N-(3-bromopropyl)phenylenediamine has a certain electronegativity, so that the carbon atom connected to the bromine atom carries a partial positive charge and becomes an electrophilic center, and the nitrogen atom in the hexadecylamine molecule has a lone pair of electrons, and the lone pair of electrons on the nitrogen atom attacks the carbon atom with a partial positive charge in N-(3-bromopropyl)phenylenediamine, and a nucleophilic substitution reaction occurs. At the same time, the base plays the role of neutralizing the hydrobromic acid generated by the reaction, promoting the reaction in the positive direction, thereby generating the first intermediate; then the reducing property of hydrazine hydrate is used to reduce the functional group of the first intermediate to obtain the second intermediate; finally, ethylene oxide is used to perform a ring-opening addition synthesis with the second intermediate to obtain bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine. The entire synthesis method has the advantages of easy access to raw materials, simple and efficient synthesis steps, and high product quality, which meets the requirements of the development trend of green chemistry.
[0020] The specific structural formula of the first intermediate synthesized in step S1 is shown in the following formula (II): .
[0021] In step S1, the base is selected from one or more combinations of N,N-diisopropylethylamine or diethylamine or pyridine. When the nitrogen atom of hexadecylamine attacks the partially positively charged carbon atom in N-(3-bromopropyl)phenylenediamine, hydrobromic acid is generated. The base can be used to neutralize the generated hydrobromic acid. This neutralization avoids the accumulation of acidity in the reaction system, because the acidic environment may cause side reactions of the reactants or products, such as decomposition or isomerization of certain functional groups under acidic conditions. According to Le Chatelier's principle, when the generated hydrobromic acid is continuously consumed in the reaction system, the nucleophilic substitution reaction will be promoted in the positive direction, thereby improving the reaction efficiency.
[0022] Preferably, the base is N,N-diisopropylethylamine, which is a relatively weak organic base. Compared with some strong bases, it is less likely to induce other possible side reactions while neutralizing hydrobromic acid.
[0023] In step S1, the first organic solvent is selected from one or more of tetrahydrofuran, N,N-dimethylformamide, or dimethyl sulfoxide. The first organic solvent is used to fully dissolve N-(3-bromopropyl)phenylenediamine, hexadecylamine, a base, and a first intermediate. Preferably, the first organic solvent is tetrahydrofuran.
[0024] In step S1, the molar ratio of N-(3-bromopropyl)phenylenediamine, hexadecylamine and base is 1:1:2~1:1.5:4. In the nucleophilic substitution reaction, one carbon atom of the bromopropyl part in each N-(3-bromopropyl)phenylenediamine molecule can be attacked by the nitrogen atom in the hexadecylamine molecule. When the ratio of the two is 1:1, sufficient electrophilic and nucleophilic sites are provided, so that the reaction can proceed as completely as possible, and an excess of base can make the reaction proceed more thoroughly.
[0025] In step S1, the reaction temperature is controlled at 20°C-30°C, and the reaction time is controlled at 2-5h.
[0026] The specific structural formula of the second intermediate synthesized in step S2 is shown in the following formula (III): .
[0027] In step S2, the second organic solvent is selected from one or more combinations of ethanol, methanol or isopropanol. Ethanol, methanol and isopropanol are all polar organic solvents that can dissolve the first intermediate, hydrazine hydrate and the second intermediate well, and the polarity of ethanol, methanol and isopropanol is moderate, and this polar environment is conducive to the reaction, and the reducing property of hydrazine hydrate can be better exerted in this polar solvent environment.
[0028] Preferably, the second organic solvent is methanol.
[0029] In step S2, the molar ratio of the first intermediate to hydrazine hydrate is 1:1~1:2. When the molar ratio of the first intermediate to hydrazine hydrate is 1:1, theoretically, sufficient reducing agent is provided for the reduction reaction. When the molar ratio of hydrazine hydrate reaches 2 times excess, this excess hydrazine hydrate can ensure that the reduction reaction is carried out more fully. If the amount of hydrazine hydrate is too small, the first intermediate may not be completely reduced, resulting in an incomplete reaction. At the same time, some complex by-products may also be produced due to the continued reaction of some unreduced intermediates. If the amount of hydrazine hydrate is too much, in addition to the waste, some side reactions related to excessive hydrazine hydrate may also be triggered. For example, excessive hydrazine hydrate may react with the solvent or other components in the reaction system to generate unwanted impurities. Controlling the molar ratio within the range of 1:1~1:2 can minimize the occurrence of side reactions while ensuring the effect of the reduction reaction, improve the selectivity of the reaction, and facilitate obtaining a purer second intermediate.
[0030] In step S2, the reaction temperature in the low temperature environment is -25°C to -30°C, and the reaction time is 15min to 30min.
[0031] In step S3, the third organic solvent is selected to be one or a combination of two or more of methanol, ethanol or isopropanol, which can also dissolve the second intermediate and bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine well.
[0032] Preferably, the third organic solvent is methanol.
[0033] In step S3, the second intermediate and ethylene oxide are mixed in a third organic solvent and reacted at room temperature, wherein the temperature of the room temperature is 20°C to 30°C and the reaction time is 2h to 3h. For the ring-opening addition reaction of ethylene oxide and the second intermediate, the reaction will not be too slow or too fast to be difficult to control within the room temperature range of 20°C to 30°C. When the temperature is too low, the movement speed of the reactant molecules slows down, and the frequency and energy of intermolecular collisions are reduced, which will cause the reaction rate to slow down, and it may take a long time to reach a higher conversion rate. If the temperature is too high, some side reactions may be triggered, such as the polymerization reaction of ethylene oxide or the decomposition reaction of the second intermediate.
[0034] In step S3, the molar ratio of the second intermediate to ethylene oxide is 1:3 to 1:8.0, and the ethylene oxide is in an excess state, and this excess ethylene oxide can ensure that the reactive sites in the second intermediate fully react with the ethylene oxide. For example, if the second intermediate contains multiple amino groups or other nucleophilic sites that can react with ethylene oxide, sufficient ethylene oxide can ensure that each reactive site has a chance to participate in the reaction, so that the reaction proceeds as completely as possible, thereby increasing the yield of the target product bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine.
[0035] In some embodiments, the method for synthesizing bis(hydroxyethylaminopropylhydroxyethylhexadecylamine) provided in the present embodiment additionally comprises step S4: purifying the bis(hydroxyethylaminopropylhydroxyethylhexadecylamine), wherein the purification method is column chromatography separation or recrystallization.
[0036] The application team designed the following examples and successfully synthesized bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine. The specific examples are as follows: Embodiment 1: 1. Reagent preparation: All raw materials used in this example are commercially available and have industrial grade purity.
[0037] N-(3-Bromopropyl)phenylenediamine (Shanghai Aladdin Biochemical Technology Co., Ltd.); ethylene oxide (Shanghai MacLean Biochemical Technology Co., Ltd.); hydrazine hydrate, triethylamine, anhydrous tetrahydrofuran, anhydrous DMF, dichloromethane, methanol, ethanol (analytical grade, Shanghai Anpu Laboratory Technology Co., Ltd.). Unless otherwise specified, all reagents were used directly.
[0038] 2. Synthesis steps: S1: In a 100 mL round-bottom flask, N-(3-bromopropyl)phenylenediamine (500 mg, 1.86 mmol), hexadecylamine (539 mg, 1.2 eq), DIEA (480 mg, 2.0 eq) were added in sequence, and then 30 mL of anhydrous THF was added. The mixture was stirred at room temperature for 12 h to obtain the first intermediate. The reaction progress was monitored by TLC during the reaction (V 正己烷 :V 乙酸乙酯 =5:1); S2: At -25 °C, the first intermediate (754 mg, 1.72 mmol) was dissolved in 20 mL of ethanol in a 100 mL round-bottom flask, and hydrazine hydrate (173 mg, 2.0 eq) was slowly added dropwise. The mixture was stirred for 20 minutes to obtain the second intermediate. The reaction progress was monitored by TLC (V 二氯甲烷 :V 氨的甲醇 =8:1, potassium permanganate color development); After the reaction, the solvent was dried, and an appropriate amount of pure water was added to quench the reaction, and then extracted with ethyl acetate, the organic phase was concentrated, and vacuum dried to obtain a crude product. 二氯甲烷 :V 甲醇 =40:1~20:1) was purified to obtain a light yellow oil (492 mg, 1.65 mmol). The yield of the second intermediate calculated based on the first intermediate was 95.93%.
[0039] S3: In a 50 mL round-bottom flask, intermediate B (492 mg, 1.65 mmol) was dissolved in 10 mL methanol, and then ethylene oxide (2.0 mL; 5.0 mol / L in THF) was added. The reaction was allowed to react at room temperature for 3 hours to obtain bis(hydroxyethylaminopropylhydroxyethylhexadecylamine). The reaction progress was monitored by TLC during the reaction (V 二氯甲烷 :V 氨的甲醇 =8:1, potassium permanganate color development); After the reaction was completed, the reaction flask was cooled to room temperature, filtered and washed with dichloromethane to remove the precipitate, the organic phase was concentrated, and vacuum dried to obtain a crude product. 二氯甲烷 :V 甲醇 =30:1~10:1) was purified to obtain a transparent oil (658 mg, 1.53 mmol). The yield of bis(hydroxyethylaminopropylhydroxyethylhexadecylamine) calculated based on the second intermediate was 92.72%.
[0040] 3. Performance characterization test: The product obtained in this example uses CDCl3 as solvent and is detected by a Brune-400M nuclear magnetic resonance instrument. Figure 2The H NMR spectrum of bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine is shown in FIG. Meanwhile, the product sample obtained in this example was subjected to liquid chromatography-mass spectrometry (LC-MS) detection, and the mass spectrometry data showed that LC-MS m / z 431.43 [M + ], which is consistent with the molecular weight of the compound bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine (M=430.41).
[0041] The product samples obtained in this example were measured by liquid chromatography using dichloromethane as solvent under the following conditions: Method No.: 30 % AD Column: Athena C 18 250mm*4.6mm, 5 um Column temperature: 30°C Mobile phase: A: acetonitrile; D: 0.02 mol / L ammonium acetate Gradient: 0 min 30% A; 2 min 30% A; 4 min 75% A; 15 min 75% A; 15.5 min 30% A; 18.5 min 30% A Flow rate: 0.6 mL / min Detector: CAD Sample: 10 uL, 0.3 mg / mL in dichloromethane + methanol.
[0042] The purity spectrum measured is as follows Figure 3 As shown, it can be seen that the sample purity reaches 100% and can be used as a high-purity RM-level standard.
[0043] Embodiment 2: 1. Reagent preparation: All raw materials used in this example are commercially available and have industrial grade purity.
[0044] N-(3-Bromopropyl)phenylenediamine (Shanghai Aladdin Biochemical Technology Co., Ltd.); ethylene oxide (Shanghai MacLean Biochemical Technology Co., Ltd.); hydrazine hydrate, triethylamine, anhydrous tetrahydrofuran, anhydrous DMF, dichloromethane, methanol, ethanol (analytical grade, Shanghai Anpu Laboratory Technology Co., Ltd.). Unless otherwise specified, all reagents were used directly.
[0045] 2. Synthesis steps: S1: In a 100 mL round-bottom flask, N-(3-bromopropyl)phenylenediamine (500 mg, 1.86 mmol), hexadecylamine (584 mg, 1.3 eq), triethylamine (564 mg, 3.0 eq) were added in sequence, and then 25 mL of anhydrous DMF was added. The mixture was stirred at room temperature for 12 h to obtain the first intermediate. The reaction progress was monitored by TLC during the reaction (V 正己烷 :V 乙酸乙酯 =5:1); After the reaction, the organic phase was concentrated, mixed with silica gel powder and the organic solvent was dried, and purified by column chromatography (V 正己烷 :V 乙酸乙酯 =50:1~30:1~20:1), the solvent was spin-dried to obtain a light yellow oil (741 mg, 1.69 mmol), and the yield of the first intermediate was 90.86% based on N-(3-bromopropyl)phenylenediamine.
[0046] S2: At -25 °C, the first intermediate (741 mg, 1.69 mmol) was dissolved in 18 mL of methanol in a 100 mL round-bottom flask, and hydrazine hydrate (127 mg, 1.5 eq) was slowly added dropwise. The mixture was stirred for 15 minutes to obtain the second intermediate. The reaction progress was monitored by TLC (V 二氯甲烷 :V 氨的甲醇 =8:1, potassium permanganate color development); After the reaction, the solvent was dried, and an appropriate amount of pure water was added to quench the reaction, and then extracted with ethyl acetate, the organic phase was concentrated, and vacuum dried to obtain a crude product. 二氯甲烷 :V 甲醇 =40:1-20:1) was purified to give a light yellow oil (471 mg, 1.58 mmol). The yield of the second intermediate calculated based on the first intermediate was 93.49%.
[0047] In a 50 mL round-bottom flask, the second intermediate (471 mg, 1.58 mmol) was dissolved in 8 mL of ethanol, and then ethylene oxide (2.0 mL; 3.0 mol / L in THF) was added. The reaction was allowed to react at room temperature for 3 hours. During the reaction, the reaction progress was monitored by TLC (V 二氯甲烷 :V 氨的甲醇 =8:1, potassium permanganate color development); After the reaction was completed, the reaction flask was cooled to room temperature, filtered and washed with dichloromethane to remove the precipitate, the organic phase was concentrated, and vacuum dried to obtain a crude product. 二氯甲烷 :V 甲醇 =30:1~10:1) was purified to obtain a transparent oil (615 mg, 1.43 mmol). The yield of bis(hydroxyethylaminopropylhydroxyethylhexadecylamine) calculated based on the second intermediate was 90.51%.
[0048] The present invention is not limited to the above-mentioned optimal implementation mode. Anyone can derive other various forms of products under the inspiration of the present invention. However, no matter what changes are made in the shape or structure, all technical solutions that are the same or similar to those of the present application fall within the protection scope of the present invention.
Claims
1. A method for synthesizing bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine, characterized in that: The following steps are involved: S1: Synthesizing a first intermediate: mixing N-(3-bromopropyl)phenylenediamine, hexadecylamine and a base in a set ratio in a first organic solvent to react to obtain a first intermediate; S2: synthesizing the second intermediate: mixing the first intermediate and hydrazine hydrate in a second organic solvent and subjecting the mixture to a reaction at a low temperature to obtain the second intermediate; S3: Synthesis of bis(hydroxyethylaminopropylhydroxyethylhexadecylamine): The second intermediate and ethylene oxide are mixed in a third organic solvent to react to obtain bis(hydroxyethylaminopropylhydroxyethylhexadecylamine).
2. The method for synthesizing bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine according to claim 1, wherein: The structural formula of the first intermediate is shown in the following formula (II): 。 3. The synthetic method of bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine according to claim 1, characterized in that: The structural formula of the second intermediate is shown in the following formula (III): 。 4. The method for synthesizing bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine according to claim 1, wherein: The structural formula of bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine is shown in the following formula (I): 。 5. The method for synthesizing bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine according to claim 1, characterized in that: The base is selected from one or a combination of two or more of N,N-diisopropylethylamine, diethylamine or pyridine.
6. The method for synthesizing bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine according to claim 1, characterized in that: The molar ratio of N-(3-bromopropyl)phenylenediamine, hexadecylamine and the base is 1:1:2~1:1.5:
4.
7. The method for synthesizing bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine according to claim 1, characterized in that: The molar ratio of the first intermediate to hydrazine hydrate is 1:1-1:
2.
8. The method for synthesizing bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine according to claim 1, characterized in that: The molar ratio of the second intermediate to ethylene oxide is 1:3 to 1:
8.
9. The method for synthesizing bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine according to claim 1, characterized in that: The first organic solvent is selected from one or more combinations of tetrahydrofuran, N,N-dimethylformamide or dimethyl sulfoxide; the second organic solvent is selected from one or more combinations of ethanol, methanol or isopropanol; the third organic solvent is selected from one or more combinations of methanol, ethanol or isopropanol.
10. A bis(hydroxyethylaminopropyl)hydroxyethylhexadecylamine, characterized in that: The method for synthesizing bis(hydroxyethylaminopropylhydroxyethyl)hexadecylamine according to any one of claims 1 to 9 is used.
Citation Information
Patent Citations
Synthetic method of oxia fluorine compound
CN118496111A
Synthesis method of stable isotope labeled deuterated oxilafluorine compound
CN118515573A
Preparation method of high-purity oxilafluorine raw material
CN119019268A
Pyrimidine-4-one derivatives as LDL-PLA2 inhibitors
CN1418199A
Method for producing soft paper and softening agent for paper
JP2022101189A