What is the synthesis method of ethyl 5-bromobenzimidazole-2-carboxylate?

The method of synthesizing ethyl 5-bromobenzimidazole-2-carboxylate (ethyl 5-bromobenzimidazole-2-carboxylate) can be achieved by the following steps.

First take phthalamine and ethyl bromopyruvate as raw materials, and the two are reacted in suitable solvents, often ethanol or methanol, under the condition of heating and reflux. The molar ratio of phthalamine to ethyl bromopyruvate needs to be carefully prepared, usually maintained in the range of 1:1 to 1:1.2. When heating, the temperature is mostly controlled between 60-80 ° C, which lasts about 4-6 hours. During this reaction, the amino group of o-phenylenediamine is condensed and cyclized with the carboxyl group and bromine atom of ethyl bromopyruvate, and the precursor of 5-bromobenzimidazole-2-carboxylate is initially formed.

After the reaction is completed, the reaction liquid is cooled to room temperature, and then poured into an appropriate amount of ice water, and the precipitate gradually emerges. The precipitate is collected by suction filtration and washed with cold water several times to remove the unreacted raw materials and by-products.

The crude product obtained needs to be further purified. The method of recrystallization is commonly used to select suitable solvents, such as ethanol-water mixed solvents, and the ratio depends on the actual situation, mostly 1:1 to 1:3. The crude product is dissolved in a hot mixed solvent, filtered while hot to remove insoluble impurities, the filtrate is cooled and allowed to stand, and pure 5-bromobenzimidazole-2-ethyl carboxylate crystals are precipitated. After suction filtration and drying, high-purity products can be obtained.

Another approach is to prepare benzimidazole-2-carboxylate by reacting phthalamines with formic acid, followed by bromination with a brominating agent, such as liquid bromine or N-bromosuccinimide (NBS). Under suitable reaction conditions, bromine atoms are introduced at the 5th position of benzimidazole-2-carboxylic acid, and then esterification is carried out. Ethyl 5-bromobenzimidazole-2-carboxylate is obtained by ethanol and a catalyst, such as concentrated sulfuric acid or p-toluenesulfonic acid, in a refluxed state. However, this approach step is slightly complicated, and the operation needs to be more delicate to obtain satisfactory yield and purity.

What are the main uses of ethyl 5-bromobenzimidazole-2-carboxylate?

Ethyl-5-bromobenzimidazole-2-carboxylic acid ester, an organic compound. It has a wide range of uses in the field of medicinal chemistry and is often used as a key intermediate to help create a variety of biologically active drugs. Because its structure contains specific functional groups, it can be modified by various chemical reactions to construct a molecular structure with unique pharmacological activities, which is expected to play a role in specific disease targets, such as anti-tumor, antiviral, antibacterial and other drugs. In the field of materials science, it also has potential application value. Due to its molecular structure, it may participate in the preparation of functional materials, such as introducing them into polymer systems by appropriate means to impart special properties such as optics and electricity to materials for the preparation of optoelectronic materials, sensor materials, etc., providing new ideas and raw material selection for the development of materials science.

In the field of organic synthetic chemistry, as a compound with a special structure, it provides organic synthetic chemists with rich reaction possibilities. With the help of various organic reactions, such as nucleophilic substitution reactions, coupling reactions, etc., it can be further modified and derivatized to construct more complex and diverse organic molecular structures, promoting the development and innovation of organic synthetic chemistry.

What are the physical properties of ethyl 5-bromobenzimidazole-2-carboxylate?

Ethyl 5 - bromobenzimidazole - 2 - carboxylate is an organic compound with specific physical properties. It is solid and stable at room temperature. It may encounter open flames, hot topics or strong oxidants, or be at risk of combustion.

The melting point of this substance is in a specific range, and the specific value varies depending on factors such as purity. In terms of solubility, it has a certain solubility in organic solvents such as ethanol and acetone, which can be understood according to the principle of similar compatibility. In water, because of the large proportion of hydrophobic parts in the molecular structure, the solubility is very small.

Ethyl 5 - bromobenzimidazole - 2 - carboxylate has a higher density than water. If placed in water, it will sink to the bottom of the water. Its appearance is often white to light yellow crystalline powder, and the color is affected by impurities. If it contains impurities, it may cause the color to darken.

Its stability makes it possible to store for a certain period of time under normal conditions. However, it should be stored away from high temperatures, open flames and strong oxidants to ensure safety and avoid chemical reactions that cause deterioration or danger.

The physical properties of this substance are of great significance for its application in the field of organic synthesis. Melting point characteristics help purification and identification, and solubility characteristics provide the basis for the selection of reaction solvents. Density and appearance properties also play an important role in product quality control and treatment.

What are the chemical properties of ethyl 5-bromobenzimidazole-2-carboxylate?

Ethyl-5-bromobenzimidazole-2-carboxylic acid ester is a kind of organic compound. This compound has many chemical properties.

In its structure, the benzimidazole ring is connected to the ethyl ester group and the bromine atom. From the perspective of physical properties, under normal temperature and pressure, it is mostly in a solid state due to intermolecular forces. Its melting point and boiling point are jointly determined by factors such as intermolecular forces and relative molecular mass.

In terms of chemical properties, due to its ester group, hydrolysis can occur. Under acidic conditions, 5-bromo-benzimidazole-2-carboxylic acid and ethanol are hydrolyzed; under basic conditions, the hydrolysis is more thorough, and carboxylic salts and ethanol are formed.

Furthermore, the bromine atom on the benzimidazole ring can participate in the nucleophilic substitution reaction. Because the bromine atom has a certain degree of departure, when encountering nucleophilic reagents, the bromine atom can be replaced to form new derivatives, which is an important way to synthesize a variety of benzimidazole compounds.

In addition, the nitrogen atom of the benzimidazole ring has a certain degree of alkalinity, which can react with acids to form salts, thereby changing the solubility and other physical properties of the compound, which is of great significance in drug development and separation

This compound is rich in chemical properties and is an important research object in the fields of organic synthesis, medicinal chemistry, etc. Through the exploration and utilization of its chemical properties, more compounds with specific functions can be created.

What is the price range of ethyl 5-bromobenzimidazole-2-carboxylate in the market?

I don't have the exact price range of "ethyl 5 - bromobenzimidazole - 2 - carboxylate" in the market. However, if you want to find out its price, you can find various ways.

First, visit the chemical raw material trading platform, such as Mobell, etc. Such platforms often collect a lot of chemical product information, and the supplier lists its products and quotations, so that you can get an approximate price of this compound. Or there are situations where prices vary due to different purity and packaging specifications.

Second, consult the chemical product distributor. They specialize in the sale of chemical products and are familiar with market conditions. Call or email them to provide details of the required product, such as purity, quantity, etc., and they can quote the relevant price according to them.

Third, participate in industry exhibitions and seminars. On such occasions, chemical companies display their products, can communicate directly with manufacturers, inquire about product prices, and learn about the latest trends and price trends in the industry.

Although there is no specific price range, following this path, you will definitely be able to get "ethyl 5 - bromobenzimidazole - 2 - carboxylate" at the market price.