What is the chemical structure of N, N '-DiBoc-1H-pyrazolguanidine
The chemical structure of N, N '-diBoc-1H-pyrazole is an important research object in the field of organic chemistry. The structure of this compound is composed of a pyrazole ring as the core structure. The pyrazole ring is a five-membered heterocyclic ring containing two adjacent nitrogen atoms, which has unique electronic properties and chemical activity.
In this structure, the modification of N, N' -diBoc is crucial. Boc is tert-butoxycarbonyl, which is connected to the nitrogen atom on the pyrazole ring. The introduction of Boc groups has a profound impact on the properties of pyrazole derivatives. On the one hand, as a protective group, Boc can effectively protect the reactivity of nitrogen atoms and avoid unnecessary side reactions in complex chemical reactions, making the synthesis process more controllable. On the other hand, Boc groups have a certain steric hindrance effect, which affects the spatial configuration and electron cloud distribution of the molecule as a whole, and then has a significant effect on the physical and chemical properties of the compound, such as solubility and stability.
From the perspective of spatial structure, the existence of N, N '-di-Boc-1H-pyrazoline Boc groups presents specific stereochemical characteristics. The large tert-butyl part in the Boc group makes the molecule form a certain stretch and twist in space. This spatial configuration also regulates the interaction between molecules, such as hydrogen bonds, van der Waals forces, etc., and plays an important role in the process of molecular recognition and self-assembly. Such a chemical structure endows N, N '-diBoc-1H-pyrazole with wide application potential in organic synthesis, pharmaceutical chemistry and many other fields.
What are the main uses of N, N '-DiBoc-1H-pyrazolguanidine
N, N '-BisBoc-1H-pyrazole, this substance has a wide range of uses. In the field of organic synthesis, it is often used as a protective group reagent. Geinpyrazole has high activity and is prone to side reactions in many reactions. And protecting it with double Boc can precisely regulate the reaction check point and make the reaction proceed in the expected direction.
In pharmaceutical chemistry, it is often involved in the creation of drug molecules containing pyrazole structure. N, N' -BisBoc-1H-pyrazole is often a key intermediate. Through specific chemical reactions, different functional groups are introduced to construct compounds with specific pharmacological activities. For example, it can be seen in the synthesis path of some anti-inflammatory and anti-tumor drugs.
In the field of materials science, it is also used. The preparation of some functional materials requires monomers containing pyrazole structures. N, N '-Bis-Boc-1H-pyrazole can be converted into corresponding monomers through a series of reactions, and then participate in the polymerization reaction, giving the material special properties, such as optical and electrical properties.
And because it can improve the reaction selectivity and product purity, it is also favored in the preparation process of fine chemical products. After ingeniously designing the reaction process, using this material as the starting material can produce high-value-added fine chemicals, which can be used in flavors, dyes and other industries.
What are the physical properties of N, N '-DiBoc-1H-pyrazolguanidine
N, N '-Bis-Boc-1H-pyrazole is a commonly used protective reagent in organic synthesis. Its physical properties are quite unique and related to many practical applications.
Looking at its appearance, it is often a white to off-white crystalline powder, which is convenient for storage, weighing and retrieval, and provides convenience in experimental operations. Its melting point is also of critical significance, about 106-109 ° C. This melting point range allows this compound to achieve solid-liquid phase transformation under specific temperature conditions, providing a basis for separation, purification and control of the reaction process.
In terms of solubility, N, N' -Bis-Boc-1H-pyrazole exhibits affinity for common organic solvents. In halogenated hydrocarbon solvents such as dichloromethane and chloroform, it can be well dissolved, which makes it convenient to act as a reactant or intermediate in the synthesis of halogenated hydrocarbons as the reaction medium. In ether solvents such as tetrahydrofuran and dioxane, it also has considerable solubility, creating conditions for reactions that rely on such solvent systems. However, its solubility in water is very small, and this hydrophobicity makes it possible to use the principle of phase separation for separation and purification in reactions or operations involving the aqueous phase.
In terms of stability, N, N '-Bis-Boc-1H-pyrazole can remain relatively stable in a dry environment at room temperature and pressure. However, it should be noted that it is more sensitive to strong acid and alkali environments. When exposed to strong acids, the Boc protecting group is prone to deprotection reactions; when exposed to strong bases, it may also cause changes in the structure of the pyrazole ring or other side reactions. This characteristic determines that during storage and use, it is necessary to properly avoid contact with strong acids and bases, and choose suitable storage conditions and reaction environments to ensure the stability of its structure and properties, so as to be effectively used in the field of organic synthesis.
What are the preparation methods of N, N '-DiBoc-1H-pyrazolguanidine
To prepare N, N '-di-Boc-1H-pyrazole, the method is as follows:
First take pyrazole as the starting material. In a suitable reaction vessel, add pyrazole, followed by an appropriate amount of base, such as potassium carbonate, this base can help the reaction to proceed, making it more prone to nucleophilic substitution. Then slowly add Boc anhydride, that is, di-tert-butyl dicarbonate. This reaction needs to be carried out at a suitable temperature and reaction duration, generally between room temperature and moderate heating, about 30 ° C - 50 ° C. The reaction lasts for several hours, or about 3-5 hours. Stir continuously during this period to make the reactants fully mixed and the reaction is uniform.
After the reaction is completed, use conventional separation and purification methods, such as extraction. Mix a suitable organic solvent, such as dichloromethane, with the reaction mixture to extract the product from the organic phase. The organic phase is then washed with water to remove unreacted bases and other water-soluble impurities. After that, a desiccant such as anhydrous sodium sulfate is used to remove water from the organic phase. Finally, the organic solvent is removed by vacuum distillation to obtain N, N '-diBoc-1H-pyrazole crude.
If you want to obtain pure products, you can recrystallize them. Select a suitable solvent, such as a mixed solvent of ethyl acetate and petroleum ether, dissolve the crude product, heat it until it is completely dissolved, and then slowly cool it to precipitate the crystals. After drying, pure N, N '-diBoc-1H-pyrazole can be obtained.
This is a common method for preparing N, N' -diBoc-1H-pyrazole. When in practice, the reaction conditions should be fine-tuned according to the specific situation to achieve the best effect.
What are the precautions for the use of N, N '-DiBoc-1H-pyrazolguanidine
When using N, N '-di-Boc-1H-pyrazole, the following things should be paid attention to:
First, it is related to its stability. This substance should be properly stored in a cool, dry and well-ventilated place, away from fire and heat sources. Due to its chemical structure, it is easy to decompose when heated, thus affecting its quality and effectiveness. When storing, make sure that the packaging is tight to prevent moisture absorption or reaction with the ingredients in the air.
Second, the operation of access. The operation must be carried out in an environment with good ventilation conditions, and it is best to implement it in a fume hood. The process of access should be careful to avoid the powder or particles floating in the air. If inhaled inadvertently, it may cause irritation to the respiratory tract and cause discomfort. The equipment should be clean and dry to prevent impurities from mixing and interfering with subsequent reactions.
Third, it involves chemical reactions. When N, N '-di-Boc-1H-pyrazole participates in chemical reactions, it is necessary to precisely control the reaction conditions. Factors such as temperature and pH have a significant impact on the reaction process and product formation. For example, in some reactions, excessive temperature may cause the Boc protective group to be removed in advance, and the desired reaction effect cannot be achieved; and inappropriate pH may also slow down the reaction rate, or even make the reaction impossible.
Fourth, safety protection should not be underestimated. Wear appropriate protective equipment during operation, such as protective gloves, goggles, etc. Once the substance comes into contact with the skin or eyes, it should be immediately rinsed with plenty of water and treated promptly according to the actual situation.