ethyl 5-bromo-1H-benzimidazole-2-carboxylate

Ethyl-5-bromo-1H-benzimidazole-2-carboxylic acid esters have a wide range of uses. In the field of medicinal chemistry, this compound is often a key intermediate for the synthesis of many biologically active drugs. Due to the structure of benzimidazole, it is common in many drug molecules, and the introduction of bromine atoms can modify the molecule through reactions such as nucleophilic substitution, thereby giving the compound unique pharmacological activity, or it can be used to develop antibacterial, anti-tumor, anti-viral and other drugs.
In the field of materials science, it also has potential uses. The special structure of benzimidazole compounds makes it possible to participate in the construction of materials with specific properties. For example, by appropriate reaction, it can be integrated into the structure of a polymer, or the optical and electrical properties of the material can be changed, which is expected to be applied in the fields of organic optoelectronic materials.
Furthermore, in the field of organic synthetic chemistry, as an important synthetic building block, it can participate in a variety of organic reactions. By reacting with different reagents, more complex organic molecular structures can be constructed, providing organic synthetic chemists with rich synthesis strategies and paths to expand the types and functions of organic compounds.

There are several common methods for synthesizing ethyl 5-bromo-1H-benzimidazole-2-carboxylate (ethyl 5-bromo-1H-benzimidazole-2-carboxylate).
First, phthalamine and diethyl bromomalonate are used as starting materials. First, phthalamine and diethyl bromomalonate are reacted in a suitable solvent, such as ethanol or dioxane, under the catalysis of a base. The base can be selected from potassium carbonate, sodium carbonate, etc., and refluxed at temperature to make the two condensate to obtain an intermediate product. In this process, the ratio of raw materials, reaction temperature and time need to be carefully controlled. After the reaction is completed, the crude product is obtained by conventional operations such as cooling, filtration, washing, drying, etc., and then purified by recrystallization or column chromatography to obtain a high-purity product.
Second, start from 5-bromo-1H-benzimidazole. First, 5-bromo-1H-benzimidazole reacts with ethyl chloroformate in the presence of a base. Bases such as triethylamine and pyridine are carried out in organic solvents such as dichloromethane. During the reaction, control the reaction conditions and the temperature should not be too high to prevent side reactions. After the reaction is completed, the crude product is obtained by extraction, drying, concentration and other steps. After appropriate purification means, such as recrystallization, the target product ethyl 5-bromo-1H-benzimidazole-2-carboxylate is obtained.
Third, 2-nitro-4-bromoaniline is used as raw material. It is first reduced to 2-amino-4-bromoaniline, and common reducing agents such as iron powder and zinc powder are reacted in acidic medium. The reduced product is then reacted with diethyl oxalate, condensed and cyclized to form the target at a suitable temperature and in the presence of a catalyst. After the reaction is completed, the desired product is obtained after separation and purification. Each method has its own advantages and disadvantages, and the appropriate synthesis method should be selected according to the actual situation, such as the availability of raw materials, cost, and product purity requirements.

Ethyl 5 - bromo - 1H - benzimidazole - 2 - carboxylate is an organic compound. Its physical properties are as follows:
- ** Appearance **: Under normal conditions, or white to off-white crystalline powder, like fine snowflakes, delicate and uniform. This shape is conducive to its full contact with the reactants in many chemical reactions, just as fine particles can participate in the change more efficiently.
- ** Melting point **: The melting point is in a specific range, about [specific value] ℃. The melting point is an important characteristic of a substance, just like the critical index for measuring the transformation of a substance from a solid state to a liquid state. When the temperature rises to the melting point, the compound quietly turns from a solid state to a liquid state, opening a different physical state. < Br > - ** Solubility **: In organic solvents such as dichloromethane and chloroform, its solubility is quite good, just like fish entering water, and it can be evenly dispersed in it. However, in water, its solubility is not good, like oil and water are difficult to blend. This property is closely related to the proportion of hydrophilic parts in the molecular structure, and hydrophobic groups dominate, so it is difficult to dissolve in water.
- ** Density **: The density is about [specific value] g/cm ³, indicating the amount of material contained in a unit volume. This value reflects the degree of compactness in space, just like a scale for measuring the density of material accumulation. < Br > - ** Stability **: Under normal storage conditions, its chemical properties are relatively stable, just like a calm old man, and it is not easy to react with the surrounding environment. However, it is necessary to avoid direct light and high temperature environments. Strong light and high temperature resemble strong external interference, or cause its chemical bonds to break, triggering decomposition reactions, causing it to lose its original chemical structure and properties.

I have not found exact information on the price range of "ethyl 5 - bromo - 1H - benzimidazole - 2 - carboxylate" in the market. This compound is called ethyl 5 - bromo - 1H - benzimidazole - 2 - carboxylate, and its price is determined by many factors.
One is purity. If the purity is very high, it is suitable for high-end fields such as fine chemical synthesis and drug development, and the price is high. If it reaches a purity of more than 99%, it may sell for hundreds of yuan per gram or even higher. However, if the purity is slightly lower, or it is only used as a general chemical experimental raw material, the price is relatively affordable.
The second is related to market supply and demand. If there is a surge in demand from the pharmaceutical industry and the supply is limited, the price will rise. On the contrary, if there is an oversupply, the price will fall.
The third production process also has an impact. If the preparation requires complicated steps, special raw materials or harsh reaction conditions, the cost will be high, and the selling price will also rise.
The fourth purchase volume is also the key. When purchasing in large quantities, suppliers may give preferential prices due to economies of scale; if you buy in small quantities, the unit price may be higher.
Because I do not have detailed market data, it is difficult to determine the price range. For details, you can consult chemical reagent suppliers, chemical product trading platforms, or inquire at industry forums to obtain accurate price information.

5-Bromo-1H-benzimidazole-2-carboxylic acid ethyl ester is an important intermediate in organic synthesis, and many related products can be derived through various reactions.
First, nucleophilic substitution reactions can lead to different products. When reacted with amine compounds, bromine atoms can be replaced by amine groups to form nitrogen-substituted benzimidazole-2-carboxylic acid ethyl ester derivatives. This derivative has a wide range of uses in the field of medicinal chemistry or has potential biological activity, such as as as a lead compound for the development of new antibacterial and anti-tumor drugs.
Second, in the presence of appropriate bases and catalysts, coupling reactions can occur. Suzuki coupling reaction with aryl boric acid can form a biaryl structure product. This product can be used as an organic optoelectronic material in the field of materials science because of its special structure or unique optical and electrical properties.
Third, 5-bromo-1H-benzimidazole-2-carboxylic acid can be obtained by hydrolysis. The carboxylic acid can be further esterified with alcohols to form different ester derivatives, which may have applications in industrial fields such as fragrances and coatings.
Fourth, if the nitrogen atom on the benzimidazole ring is alkylated, N-alkylated 5-bromo-1H-benzimidazole-2-carboxylic acid ethyl ester can be obtained. Such products may have potential application value in the field of surfactants because their structures include both lipophilic benzimidazole ring and ester group, and hydrophilic substituent, or show certain surface activity.