As a leading 2-Amino-5-bromobenzothiazole supplier, we deliver high-quality products across diverse grades to meet evolving needs, empowering global customers with safe, efficient, and compliant chemical solutions.
What are the main uses of 2-amino-5-bromobenzothiazole?
2-Amino-5-bromobenzothiazole is a crucial intermediate in the field of organic synthesis, and has a wide range of uses in medicinal chemistry, materials science, and many other fields. Its main uses are as follows:
1. ** Drug synthesis **: This is an extremely critical application field of 2-amino-5-bromobenzothiazole. The structure of benzothiazole is widely present in many drug molecules and has various biological activities, such as antibacterial, anti-inflammatory, and anti-tumor. By introducing the intermediate of 2-amino-5-bromobenzothiazole, a series of compounds with potential medicinal value can be synthesized. Taking a new type of antibacterial drug as an example, 2-amino-5-bromobenzothiazole is connected to a specific side chain through chemical synthesis reaction, and the obtained product exhibits significant inhibitory activity against some drug-resistant bacteria. The specific structure of the Gein benzothiazole ring and the amino and bromine atoms can precisely bind to key targets in bacteria, interfering with the normal physiological metabolism of bacteria, thereby achieving antibacterial effect.
2. ** Material Preparation **: In the field of materials science, 2-amino-5-bromobenzothiazole can be used to prepare functional materials. In the field of organic optoelectronic materials, compounds containing this structure can be used as luminescent materials or electron transport materials. Due to its structural properties, it can produce specific photoelectric effects under light excitation. For example, doping it in organic electroluminescent devices (OLEDs) can optimize the luminescence performance of the device, improve the luminous efficiency and stability. This is due to the electron cloud distribution and conjugate structure in the molecule of 2-amino-5-bromobenzothiazole, which contribute to electron transfer and energy conversion, thereby achieving efficient luminescence.
3. ** Dye Synthesis **: 2-amino-5-bromobenzothiazole can be used as a raw material for the synthesis of special dyes. Its structure can be modified to have specific colors and optical properties. By reacting with different coupling components, a series of dyes with bright colors and good stability can be prepared. For example, in some high-grade textile dye synthesis, the introduction of this intermediate can endow the dye with good light resistance and washable properties. This is due to the stability of the benzothiazole ring and the regulation of the electronic structure of the dye molecule by the amino and bromine atoms, which makes the dye more firmly bound to the fiber and does not fade easily under light and washing conditions.
What are the synthesis methods of 2-amino-5-bromobenzothiazole?
To prepare 2-amino-5-bromobenzoic acid, there are many methods, and there are several kinds in the present age.
First, benzoic acid can be started. First brominate benzoic acid to obtain 5-bromobenzoic acid. In this step, suitable brominating agents and conditions need to be selected. Commonly used brominating agents such as liquid bromine are catalyzed by iron powder or iron tribromide. Under heating conditions, bromine can replace hydrogen on the benzoic acid benzene ring to obtain 5-bromobenzoic acid. Then 5-bromobenzoic acid is nitrified. After controlling the reaction conditions, the nitro group is mainly introduced into the amino group to be connected, which is to obtain 2-nitro-5-bromobenzoic acid. Finally, with suitable reducing agents, such as iron and hydrochloric acid, or hydrogen and metal catalysts, the nitro group is reduced to an amino group, and 2-amino-5-bromobenzoic acid is obtained.
Second, aniline is used as the raw material. First, the aniline is protected, and the amino group is often protected by acetyl group to obtain acetaniline. After that, the acetaniline is brominated, and the bromine can mainly enter the amino para-position after regulation, that is, 4-bromoacetaniline. Then it is nitrified, so that the nitro group enters the bromine ortho-position to obtain 2-nitro-4-bromoacetaniline. Then the acetyl protection is removed by hydrolysis to obtain 2-nitro-4-bromoaniline. After the diazotization reaction, the amino group is converted into a diazonium salt, and the diazonium group is converted into a cyano group with a reagent such as cuprous cyanide to obtain 2-nitro-4-bromobenzonitrile. Finally, the cyanyl group is hydrolyzed to the carboxyl group, and the nitro group is reduced to the amino group to obtain the target product.
Third, the o-nitrotoluene is used as the starting material. First brominate it to obtain 2-nitro-6-bromotoluene. Then oxidize the methyl group to the carboxyl group, such as oxidizing with a strong oxidant such as potassium permanganate, to obtain 2-nitro-5-bromobenzoic acid. Finally, the nitro group is reduced to the amino group to obtain 2-amino-5-bromobenzoic acid.
All these methods have their own advantages and disadvantages. In practical application, they need to be selected according to factors such as the availability of raw materials, cost, and difficulty of reaction conditions.
What are the physical and chemical properties of 2-amino-5-bromobenzothiazole?
2-% hydroxy-5-bromobenzofuranone, this substance is acidic, because it contains hydroxyl groups, it can ionize hydrogen ions under specific conditions, and it is acidic.
It has a certain nucleophilic reactivity. Because the bromine atom in the molecule is more active, it is easy to be attacked by nucleophilic reagents and undergoes a substitution reaction. It can react with a variety of nucleophilic reagents such as alcohols and amines to generate new organic compounds. This property is of great significance in the field of organic synthesis, and can be used to construct complex organic molecular structures.
The substance also has certain redox properties. The internal chemical bonds of the molecule can change under suitable oxidation or reduction conditions, such as its carbon-oxygen double bond can be reduced, which can be used to adjust the oxidation state of the molecule in organic synthesis and synthesize compounds with different functional groups.
At the same time, it has a certain solubility and has a certain solubility in common organic solvents such as ethanol and acetone. This physical property needs to be taken into account when separating, purifying and constructing the reaction system. Proper selection of solvent is of great significance for the smooth progress of the reaction and product separation. In addition, under light or heating conditions, specific molecular rearrangements or decomposition reactions may occur, which provides a new path and method for organic synthesis. By precisely controlling the reaction conditions, compounds that are difficult to synthesize by conventional methods can be prepared.
What is the market price of 2-amino-5-bromobenzothiazole?
In today's market, the price of dihydroxypentamethoxybenzaldehyde varies depending on the quality, the distance of the source, and the supply and demand. Generally speaking, if it is an ordinary commercial product, its price is between 500 and 1,000 yuan per kilogram. If it is of high purity and excellent quality, and is suitable for high-end fields such as medicine and fine chemicals, its price can climb to more than 1,500 yuan per kilogram, or even up to thousands of yuan.
Cover this dihydroxypentamethoxybenzaldehyde, which is widely used in the chemical industry, medicine and other industries. In the chemical industry, it can be used as a raw material for the synthesis of special materials; in the pharmaceutical industry, it may be involved in the research and development of new drugs. The demand is numerous, and the price fluctuates with many factors. If the production season and origin of raw materials change, or the cost increases and decreases due to the improvement of production processes, the market price can fluctuate. Therefore, to know the exact price, when consulting the chemical raw material suppliers and carefully observing the market conditions, the accurate number can be obtained.
What are the storage conditions for 2-amino-5-bromobenzothiazole?
2-% hydroxy-5-bromobenzofuranone is an extremely precious organic compound, and its storage conditions must be carefully considered to ensure its quality and stability. According to the reasons for the preservation of all substances involved in "Tiangong Kaiwu", the following points should be followed:
First, the environment must be dry. This compound is susceptible to water vapor, if water vapor invades, or causes it to undergo adverse reactions such as hydrolysis, which will damage the structure and properties. Therefore, it should be stored in a dry place, such as in a sealed container, and desiccants such as anhydrous calcium chloride and silica gel can be placed in the container to absorb water vapor that may penetrate, so that the microenvironment in which the compound is located can be kept dry.
Second, the temperature should be moderate. Excessive temperature may cause its volatilization and decomposition to accelerate, and too low temperature may change its crystal form, etc., which affects its performance. The ideal storage temperature is between 2-8 ° C. This temperature range can effectively inhibit its physical and chemical change rate, just like hiding objects in a cellar in winter, and using natural low temperature to preserve their quality. If stored at room temperature, it should also avoid direct sunlight and close to heat sources to prevent local overheating.
Third, it needs to be stored away from light. 2-% hydroxy-5-bromobenzofuranone is sensitive to light. Under light, it may lead to luminescent chemical reactions, resulting in structural changes. When stored in brown bottles or opaque containers, such as ancient treasures, store them in boxes to avoid strong light and protect them from light disturbance.
Fourth, keep away from oxidants and reducing agents. This compound is chemically active and is prone to redox reactions when exposed to oxidants or reducing agents, destroying its original structure. When storing, it should be placed separately from such substances, and the storage area should be well ventilated to prevent reactions caused by local concentration changes.