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What is the chemical structure of ethyl-2-ethoxy-1-benzimidazole-7-carboxylate?
"Ethyl-2-ethoxy-1-benzimidazole-7-carboxylate", the Chinese name can be called 2-ethoxy-1-benzimidazole-7-carboxylate. Its chemical structure is composed of three parts.
The first is the benzimidazole ring, which is the core structure. Benzimidazole is fused from a benzene ring and an imidazole ring. The benzene ring has a six-membered ring composed of six carbon atoms, which is aromatic, with a uniform electron cloud distribution and stable chemical properties. The imidazole ring is a five-membered heterocycle containing two nitrogen atoms. The two nitrogen atoms are located in the ring at specific positions, giving the ring unique electronic properties and reactivity. The fused structure of the benzimidazole ring allows the whole molecule to have a special conjugate system, which affects the molecular physical and chemical properties.
The order is 2-ethoxy, that is, the ethoxy group is connected to the benzimidazole ring at position 2. In the ethoxy group, the oxygen atom is connected to the benzimidazole ring by a single bond, and the ethyl group is connected to the oxygen atom through a single carbon-oxygen bond. The oxygen atom is highly electronegative. When connected to the benzimidazole ring, it can affect the distribution of electron clouds on the ring through induction and conjugation effects, and change the reactivity of each position on the ring, which has a significant effect on the nucleophilic and electrophilic substitution reactions of molecules. The end of
is 7-carboxylic acid ethyl ester group, which is an ester group formed by carboxyl group and ethanol at the 7th position of benzimidazole ring. The carbon atom in the carboxyl group is connected to two oxygen atoms, one is carbonyl oxygen and the other is connected by a single bond. When reacted with ethanol to form an ester group, the carbonyl moiety in the ester group retains a certain electrophilicity, which can occur reactions such as hydrolysis and alcoholysis. The ethyl moiety in the ethyl ester group can increase the lipid solubility of the molecule and affect the solubility of the molecule in different solvents and the interaction with other molecules.
This compound has potential application value in the fields of medicinal chemistry and materials science due to its unique chemical structure. For example, it can be used as a pharmaceutical intermediate to develop specific biologically active drugs by using its structural properties.
What are the main uses of ethyl-2-ethoxy-1-benzimidazole-7-carboxylate?
Ethyl-2-ethoxy-1-benzimidazole-7-carboxylate, that is, 2-ethoxy-1-benzimidazole-7-carboxylate, is widely used.
In the field of medicine, it may be a key intermediate and can be used to synthesize drugs with specific biological activities. Due to its structure, benzimidazole ring and ester group are endowed with unique chemical properties and reactivity. Through its chemical modification and transformation, drugs targeting specific disease targets can be prepared, such as antibacterial, antiviral, antitumor drugs, etc. Taking the research and development of an antimicrobial drug as an example, researchers have successfully obtained new substances with high inhibitory activity against specific pathogens by modifying the structure of the compound.
In the field of pesticides, or can be used to create new pesticides. Benzimidazole compounds often show good biological activities, such as insecticides, bactericides, etc. 2-ethoxy-1-benzimidazole-7-carboxylate ethyl ester has been modified and optimized, and may be able to develop environmentally friendly, efficient and low-toxicity pesticide varieties, adding new tools for crop pest control.
In the field of materials science, it also has potential applications. Because of its special molecular structure, it may participate in the material synthesis and modification process. For example, in the preparation of some polymer materials, it is introduced as a functional monomer to endow the material with special properties, such as improving the thermal stability and optical properties of the material, and expanding the application scenarios of the material.
What are the physical properties of ethyl-2-ethoxy-1-benzimidazole-7-carboxylate?
Ethyl - 2 - ethoxy - 1 - benzimidazole - 7 - carboxylate, this is an organic compound. Its physical properties are quite important, and it is related to the application in different scenarios.
First of all, the appearance is often white to light yellow crystalline powder under normal temperature and pressure. This color and morphology can be an important basis for observation and preliminary identification. The texture of the powder also affects the dispersion in some systems.
The melting point is about [X] ° C. The melting point is the key physical property of the compound. Knowing the melting point, in the process of synthesis and purification, can be achieved by controlling the temperature to achieve separation and purification. If the temperature reaches the melting point, the substance will gradually change from solid to liquid, which can be used to determine its purity. The higher the purity, the narrower the melting point range.
In terms of solubility, it has a certain solubility in organic solvents such as ethanol and acetone. This property is of great significance when preparing solutions, reacting or separating. For example, in organic synthesis reactions, choosing a suitable organic solvent can make the reactants fully contact and speed up the reaction process. In water, the solubility is relatively low. This indicates that in systems involving the aqueous phase, it may exist or precipitate in solid form.
In terms of stability, it is relatively stable under normal conditions. However, in the case of strong acids, strong bases or high temperature environments, reactions may occur. At high temperatures, chemical bonds may break, triggering decomposition reactions; when strong acids and bases are present, or react with certain groups in the compound, causing its structure to change. This stability information is critical for the storage and use of the compound.
The above are the main physical properties of ethyl-2-ethoxy-1-benzimidazole-7-carboxylate.
What is ethyl-2-ethoxy-1-benzimidazole-7-carboxylate synthesis method?
There are currently methods for preparing ethyl - 2 - ethoxy - 1 - benzimidazole - 7 - carboxylate, which are described below.
First take an appropriate amount of o-phenylenediamine and place it in a clean reaction vessel. Using alcohol as a solvent, add an appropriate amount of base as a catalyst, heat it up to an appropriate temperature, and stir it evenly. In this process, a specific reactant containing ethoxy and carboxyethyl ester groups is slowly added dropwise. This reactant must be accurately proportioned and pretreated to ensure its purity and reactivity.
After the dropwise addition is completed, continue to stir and maintain the reaction temperature for a period of time to allow the two to fully react. The reaction process needs to be monitored in real time by TLC or other suitable analytical means. When the reaction reaches the desired level, the heating and stirring are stopped.
Subsequently, the reaction mixture is cooled to room temperature and diluted with an appropriate amount of water. The product is extracted with an organic solvent. After multiple extractions, the organic phases are combined. The organic phase is washed with an appropriate amount of dilute acid and water in sequence to remove impurities.
The washed organic phase is dried with anhydrous sodium sulfate and filtered to remove the desiccant. The filtrate is distilled under reduced pressure to recover the organic solvent to obtain a crude product.
The crude product is further purified by column chromatography or recrystallization. Selecting suitable eluent or solvent and careful operation can obtain pure ethyl-2-ethoxy-1-benzimidazole-7-carboxylate. After testing, the purity is up to standard and meets expectations. The whole preparation process requires strict control of the reaction conditions and operation details to obtain satisfactory results.
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