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What are the chemical properties of 2-Amino-6- (trifluoromethyl) -1,3-benzothiazole
2-Amino-6- (trifluoromethyl) -1,3-benzothiazole, this is an organic compound. It has many unique chemical properties.
Looking at its structure and the existence of the benzothiazole ring endows it with certain stability. Amino (-NH ²) is a strong electron donor group, which can increase the electron cloud density of the benzothiazole ring. In electrophilic substitution reactions, amino o and para are more susceptible to electrophilic attack. For example, nucleophilic substitution reactions can occur with halogenated hydrocarbons. The nitrogen atom of the amino group attacks the carbon atom of the halogenated hydrocarbon with its lone pair electron, and the halogen atom leaves to form a new C-N bond.
Trifluoromethyl (-CF) is a strong electron-withdrawing group, and its existence can reduce the electron cloud density of the benzothiazole ring, especially in the meta-position. This not only affects the electronic properties of the compound, but also has an effect on its physical properties. Due to its strong electron-withdrawing, the molecular polarity increases, resulting in the solubility of the compound in organic solvents or is different from analogs without this group.
In terms of acidity and alkalinity, the amino group can bind to protons and show a certain alkalinity. However, the electron-withdrawing induction effect of trifluoromethyl can weaken the alkalinity of the amino group. Under certain conditions, it can react with acids to form corresponding salt compounds.
In terms of thermal stability, the conjugated structure of benzothiazole ring and the stability of trifluoromethyl give the compound a certain thermal stability. However, in specific environments such as high temperature and aerobic, reactions such as decomposition may also occur, or new products may be formed due to the cleavage and recombination of chemical bonds.
In terms of chemical reactivity, due to the joint action of amino groups and trifluoromethyl groups, it exhibits unique activities in many reactions. If participating in the condensation reaction, amino groups can be condensed with carbonyl compounds such as aldodes and ketones to form products containing C = N double bonds.
The chemical properties of this compound are determined by its specific molecular structure, and may have potential application value in the fields of organic synthesis, medicinal chemistry, etc.
What are the common synthesis methods of 2-Amino-6- (trifluoromethyl) -1,3-benzothiazole
2-Amino-6- (trifluoromethyl) -1,3-benzothiazole is an important organic compound, and its common synthesis methods are as follows:
The starting materials are mostly sulfur-containing phenols and fluorine-containing anilines. In the past, the synthesis was often based on ancient methods, such as thiophenol derivatives and halogenated aniline derivatives as starting materials, and under specific reaction conditions, they were made to interact.
One method is to take p (trifluoromethyl) aniline and o-aminothiophenol as raw materials. First, the o-aminothiophenol is shielded with an appropriate protective group to prevent unnecessary side reactions. Common protective groups such as tert-butoxycarbonyl (Boc), etc. Then, the protected o-aminothiophenol reacts with p- (trifluoromethyl) aniline in a suitable organic solvent such as dichloromethane in the presence of a condensing agent such as N, N '-dicyclohexylcarbodiimide (DCC). This reaction needs to be carried out at a low temperature and in an anhydrous environment to prevent the growth of side reactions. After the reaction is completed, the target product 2-amino-6- (trifluoromethyl) -1,3-benzothiazole can be obtained under mild de-protection conditions, such as the removal of Boc under acidic conditions.
There are also those who use o-nitrothiophenol and p (trifluoromethyl) aniline as starting materials. First reduce o-nitrothiophenol to o-aminothiophenol, a common reducing agent such as iron/hydrochloric acid system. However, this system needs to pay attention to the reaction conditions to prevent excessive reduction. After obtaining o-aminothiophenol, it is condensed with p- (trifluoromethyl) aniline under the action of a condensing agent according to the above similar reaction conditions, and the target product can also be obtained.
In addition, 2-halo-6- (trifluoromethyl) benzoic acid and thiourea can be obtained by cyclization reaction. First, 2-halo-6- (trifluoromethyl) benzoic acid and thiourea are reacted under alkaline conditions to form an intermediate product. Potassium carbonate is often selected as a base. This reaction is carried out under heated reflux conditions to promote the cyclization reaction and finally obtain 2-amino-6- (trifluoromethyl) -1,3-benzothiazole.
The key to the synthesis is precise control of the reaction conditions, including temperature, pH, solvent selection, etc., to increase the yield and purity of the product.
In which fields is 2-Amino-6- (trifluoromethyl) -1,3-benzothiazole used?
2-Amino-6- (trifluoromethyl) -1,3-benzothiazole is useful in various fields.
In the field of pharmaceutical research and development, it can be used as a key intermediate. Due to the special structure of trifluoromethyl and benzothiazole, the compound is endowed with unique physical and biological activities. Through this substance, chemists can create novel drug molecules to fight various diseases. For example, for specific viral infections, by virtue of its structural properties, or by developing specific antiviral drugs that precisely bind to key viral proteins to inhibit their replication and spread; or in the development of anti-tumor drugs, by virtue of its activity, interfere with the metabolic process of tumor cells and induce tumor cell apoptosis. < Br >
is also of great value in the field of materials science. Because of its unique structure, it can improve the stability and functionality of materials. It can be introduced into polymer materials to improve the weather resistance and chemical corrosion resistance of materials. For example, it is added to coatings to make the coatings more durable and prolong the service life of materials in harsh environments, such as high humidity and strong acid and alkali atmospheres.
In the agricultural field, its use should not be underestimated. It can be used to develop new pesticides, with its special mechanism of action against certain pests or pathogens, to achieve efficient pest control. It can precisely act on the nervous system or pathogen cell wall of pests, inhibit their growth and reproduction, and is relatively friendly to the environment, reducing the damage to ecological balance.
In summary, 2-amino-6- (trifluoromethyl) -1,3-benzothiazole has shown broad application prospects in many fields such as medicine, materials, agriculture, etc., providing new opportunities and possibilities for the development of various fields.
What is the market outlook for 2-Amino-6- (trifluoromethyl) -1,3-benzothiazole?
2-Amino-6- (trifluoromethyl) -1,3-benzothiazole, this product is in the market, and the outlook is related to all kinds of things.
In the field of Guanfu Chemical Industry, new materials are stacked, and differences are sought. 2-Amino-6- (trifluoromethyl) -1,3-benzothiazole is special, and its fluorine atom is endowed with high stability, low surface energy and strong fat solubility. In the pharmaceutical chemical industry, or as the basis for the creation of new drugs, with its unique structure, or can fit the target, open up new therapeutic paths, so the pharmaceutical research and development enterprises, or gradually increase, its market will also expand with the research.
As for the material chemical industry, high stability makes it possible to use weathering and anti-corrosion materials, such as coatings, plastics, to increase their durability. In the field of electronics, due to its special properties, or involving semiconductors, display materials, etc., it helps the performance of electronic devices to improve.
However, its market also has obstacles. The preparation method may require complex order and high cost, and if the method is not good, the quantity will not be greatly increased, and the price will be difficult to be close to the people, preventing its wide use. And when new products enter the market, compliance testing is required, the cycle is long, and the cost is huge. Manufacturers are afraid of their investment.
With time, if the production method is advanced, the cost will be reduced, and the regulations will be clear and smooth. 2-Amino-6- (trifluoromethyl) -1,3-benzothiazole will emerge in various fields of chemical industry. The size of the city will also expand, opening a source of profit for the industry and adding a new color to the progress of chemical industry.
What are the physical properties of 2-Amino-6- (trifluoromethyl) -1,3-benzothiazole?
2-Amino-6- (trifluoromethyl) -1,3-benzothiazole, this is an organic compound. Looking at its physical properties, under room temperature and pressure, it is mostly solid or crystalline, hard and with a specific crystal shape. This is caused by the orderly arrangement of intermolecular interaction forces.
Its color is usually white to light yellow. The formation of this color is due to the absorption and reflection characteristics of the molecular structure to light. The solubility of this substance in water is quite limited. Due to the ratio and distribution of polar groups and non-polar groups in the molecule, the force between it and water molecules is weak, and it is difficult to miscible with water.
However, in some organic solvents, such as dichloromethane, chloroform, N, N-dimethylformamide (DMF), etc., it has a certain solubility. In non-polar or weakly polar organic solvents such as dichloromethane, the compound can be dispersed by virtue of intermolecular van der Waals forces; in polar organic solvents such as DMF, the polar part of the molecule interacts with the solvent molecule and can also achieve a certain degree of dissolution.
Its melting point is within a specific range, because the exact melting point is affected by factors such as sample purity and test conditions, about [X] ° C. The existence of the melting point is due to the fact that when the temperature increases, the molecule obtains enough energy to overcome the lattice energy, causing the lattice structure to disintegrate and transform from a solid state to a liquid state.
In addition, the density of this compound is also one of its important physical properties. Although the exact value needs to be determined experimentally, it is inferred based on the structure and properties of similar compounds that its density may be similar to that of common organic solids, reflecting the degree of close packing of molecules and the relative mass size.