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pyridine-2-carboxamidine chemical structure of hydrochloride
The chemical structure of pyridine-2-formamidine hydrochloride is quite elusive. In this compound, the pyridine ring is a six-membered nitrogen-containing heterocycle, which is aromatic. In the second position of the pyridine ring, formamidine is connected. Formamidine is formed by connecting a carbonyl group to two amino groups, and then the carbonyl carbon here is related to the 2-position carbon of the pyridine ring. And because of the formation of salts, it is combined with hydrochloride.
The hydrochloride root is a negative ion formed by the combination of chloride ions and protons. The nitrogen atom of pyridine-2-formamidine can interact with protons in hydrochloric acid to form salts due to its lone pair of electrons. This structure makes pyridine-2-formamidine hydrochloride exhibit unique physical and chemical properties under specific conditions.
The pyridine ring endows the compound with certain stability and electron cloud distribution characteristics, while formamidine groups introduce active reaction check points and can participate in many organic reactions. After salting, its solubility in water may change, which also has a significant impact on its chemical reactivity and biological activity.
What are the physical properties of pyridine-2-carboxamidine hydrochloride?
Pyridine-2-formamidine hydrochloride is an organic compound. Its physical properties are very important and are the key to exploring this substance.
Looking at its properties, under normal temperature and pressure, it is mostly white to light yellow crystalline powder. This form is easy to identify and operate, and in many experimental and industrial processes, this appearance is easy to access and measure.
The melting point is related to the phase transition of the substance. The melting point of pyridine-2-formamidine hydrochloride is within a specific range. Once the temperature rises to the melting point, the substance gradually melts from solid to liquid. This property is of great significance in the setting of separation, purification and specific reaction conditions. Knowing the melting point allows the experimenter to precisely control the temperature to ensure that the reaction is carried out in a suitable phase state.
Solubility is also an important physical property. In water, pyridine-2-formamidine hydrochloride exhibits a certain solubility. This is because some groups in the molecular structure can form interactions with water molecules, such as hydrogen bonds. Moderate solubility in water makes the substance very useful in chemical reactions and solution preparation of aqueous systems. In organic solvents, its solubility varies depending on the type of solvent. In some polar organic solvents, it may be better soluble, but in non-polar organic solvents, its solubility may be poor. This difference provides a basis for the separation and extraction of the substance.
Furthermore, its stability cannot be ignored. Under normal environmental conditions, pyridine-2-formamidine hydrochloride has certain stability. However, in case of high temperature, strong light or specific chemical substances, its structure may change, affecting its properties and functions. Therefore, when storing this substance, it is necessary to pay attention to environmental factors to ensure its quality and performance.
What are the common uses of pyridine-2-carboxamidine hydrochloride?
Pyridine-2-formamidine hydrochloride is commonly used in the field of chemical synthesis and pharmaceutical preparation.
It is often used as a key intermediate in chemical synthesis. In the process of organic synthesis, compounds containing nitrogen heterocycles can be constructed by pyridine-2-formamidine hydrochloride. Because of its unique chemical activity, it can react with various reagents such as nucleophilic substitution and condensation to form complex organic molecules. For example, in the case of halogenated hydrocarbons, specific functional groups can be introduced into the pyridine ring through nucleophilic substitution reaction, which is very important for the synthesis of organic materials with special properties and functions.
In the preparation of medicine, pyridine-2-formamidine hydrochloride also plays an important role. In the research and development of many drugs, it is used as a starting material or key intermediate for the synthesis of antibacterial, anti-inflammatory and anti-tumor drugs. Studies have shown that some compounds prepared from this basis have the effect of inhibiting the proliferation of specific cancer cells, or can bind to key targets in cancer cells to affect the metabolism and proliferation pathways of cancer cells. And it is also used in the synthesis of antibacterial drugs. It can adjust the molecular structure and improve the effect on bacterial cell walls and cell membranes to achieve antibacterial purposes.
In conclusion, pyridine-2-formamidine hydrochloride is widely used in the fields of chemistry and medicine. With its unique chemical properties, it provides important support for the creation of new compounds and drug development.
What are the synthetic methods of pyridine-2-carboxamidine hydrochloride?
There are various ways to synthesize pyridine-2-formamidine hydrochloride. First, we can start from pyridine-2-carboxylic acid. First, pyridine-2-carboxylic acid is heated with dichlorosulfoxide to form an acyl chloride. In this step, the dichlorosulfoxide is used as a chlorination reagent, and heating prompts the reaction to proceed. The carboxyl group of pyridine-2-carboxylic acid is converted into an acyl chloride. The resulting acyl chloride reacts with ammonia to give pyridine-2-formamide. Ammonia attacks the carbonyl carbon of the acyl chloride, and the chlorine leaves to form an amide. Then, pyridine-2-formamide reacts with formamidine hydrochloride in the presence of strong bases such as sodium hydride, and through nucleophilic substitution, pyridine-2-formamidine hydrochloride is obtained. The effect of a strong base is to activate formamidine hydrochloride, enhance its nucleophilicity, and attack amide carbonyl.
Second, pyridine-2-nitrile is used as the starting material. Pyridine-2-nitrile reacts with methanol solution of sodium methoxide first to form an imide ether intermediate. Nitrile groups undergo nucleophilic addition with sodium methoxide, and then isomerize to obtain imine ethers. The intermediate is then reacted with ammonia, and after aminolysis, pyridine-2-formamidine is formed. Finally, it is acidified with hydrochloric acid to obtain pyridine-2-formamidine hydrochloride. The acidification process makes formamidine a salt, improving the stability and solubility of the product.
Or, 2-halopyridine is reacted with an amidine-based reagent. For example, 2-bromopyridine reacts with an amidine-based lithium reagent at low temperatures in an anhydrous organic solvent such as tetrahydrofuran. The halogen atom of halopyridine is replaced by an amidine group to obtain pyridine-2-formamidine, which is then Low temperature and anhydrous environment are designed to avoid side reactions and ensure that the reaction proceeds in the direction of generating the target product.
pyridine-2-carboxamidine hydrochloride during storage and transportation
Pyridine-2-formamidine hydrochloride is one of the chemical substances. During storage and transportation, many matters need to be paid attention to.
Bear the brunt, the storage place must be dry and cool. If this substance encounters humid conditions, it is susceptible to deliquescence, resulting in damage to quality. And if the temperature is too high, it may also cause changes in its chemical properties, so it should be stored away from direct sunlight and in a well-ventilated place.
Furthermore, it is necessary to ensure that the packaging is intact during transportation. If the packaging of pyridine-2-formamidine hydrochloride is damaged, it may not only cause it to leak, pollute the surrounding environment, but also cause chemical reactions due to contact with external substances, endangering transportation safety.
In addition, because it may be corrosive and irritating, during storage and transportation, do not come into direct contact with the skin and eyes. Relevant operators must wear appropriate protective equipment, such as protective clothing, gloves and goggles, to prevent accidental contamination and harm to the body.
It should also be noted that this substance should be stored and transported separately from oxidizing agents, acids, etc. Due to its active chemical properties, coexistence with these substances can easily lead to violent chemical reactions, and even the risk of combustion and explosion.
In conclusion, pyridine-2-formamidine hydrochloride needs to be treated with caution in all aspects of storage and transportation, from environmental conditions, packaging conditions to personnel protection and material compatibility, in order to ensure its safety and stability.