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What is the main use of Ethyl 3-amino-6- (trifluoromethyl) pyridine-2-carboxylate?
Ethyl 3 - amino - 6 - (trifluoromethyl) pyridine - 2 - carboxylate is an organic compound with a wide range of uses in the field of organic synthesis.
First, in pharmaceutical chemistry, this compound can be used as a key intermediate. Due to its structure of pyridine and carboxyethyl ester, it is endowed with specific chemical activity and spatial structure. It can be chemically modified to react with other reagents to construct complex molecular architectures with specific pharmacological activities. For example, it can be condensed with compounds containing specific functional groups to prepare potential drug molecules for specific disease targets, such as the development of inhibitors for certain cancer-related protein targets. It is hoped that small molecule drugs with novel structures can be designed and synthesized through such intermediates.
Second, in the field of materials science, it may be used to prepare functional materials. Its unique trifluoromethyl structure can change the physical and chemical properties of materials, such as surface energy, thermal stability, etc. For example, it can be introduced into polymer systems, or polymer materials with special properties can be prepared, such as hydrophobic and weather-resistant coating materials. The compound can be grafted onto the polymer backbone by chemical reaction, which can change the surface properties of the polymer and improve the performance of the material in special environments.
Third, it also has potential application value in the field of pesticide chemistry. Through reasonable structural modification and derivatization, new pesticide active ingredients can be created. The presence of pyridine ring structure and trifluoromethyl group may endow it with biological activity against specific pests or pathogens, and by splicing with other groups, it is expected to develop efficient, low-toxicity and environmentally friendly pesticide varieties, which will help agricultural pest control and crop protection.
Ethyl 3-amino-6- (trifluoromethyl) pyridine-2-carboxylate
Ethyl 3 - amino - 6 - (trifluoromethyl) pyridine - 2 - carboxylate is an important compound in the field of organic synthesis, and its synthesis method is quite critical. Several common methods are described in detail below:
One is a compound containing a pyridine structure as the starting material. A suitable pyridine derivative can be found, which has a modifiable functional group at a specific position. Trifluoromethyl is introduced before the 6 position of the pyridine ring. The common method is to use a reagent containing trifluoromethyl, such as a trifluoromethylation reagent, under appropriate reaction conditions, such as in the presence of a base, heating or in a specific solvent system, to promote the substitution reaction of trifluoromethyl with the pyridine ring. Then, the amino group is introduced at the 3rd position, which can be achieved by ammonolysis reaction, using ammonia or amino-containing reagents, with the help of catalysts. Finally, the introduction of carboxylic acid ethyl ester group at the 2nd position can be achieved by reacting with the corresponding halogenated ester compound under alkali catalysis.
Second, from the perspective of constructing a pyridine ring, a pyridine ring can be constructed through a multi-step reaction with suitable non-pyridine raw materials. For example, a compound with a suitable carbon framework and functional group is selected to form a pyridine ring through cyclization reaction. During the reaction process, the reaction sequence is rationally planned so that trifluoromethyl, amino and carboxylate ethyl groups can be introduced at the desired position. Intermediates containing potential pyridine ring structures can be prepared first, and then the desired functional groups can be introduced in sequence through oxidation, substitution and other reactions. When introducing trifluoromethyl, pay attention to the activity and reaction selectivity of the reagent; when introducing amino groups, pay attention to the effect of reaction conditions on the positioning of amino groups; when introducing carboxylate ethyl groups, ensure that the reaction proceeds efficiently and does not affect other functional groups.
Third, the synthesis strategy of metal catalysis can also be used. The use of transition metal catalysts, such as palladium, copper and other metal catalysts, has unique catalytic activity for specific carbon-carbon and carbon-heteroatomic bond formation reactions. Using suitable halogenated pyridine derivatives as substrates, under the action of metal catalysts, the coupling reaction occurs with reagents containing trifluoromethyl, amino group and carboxylate group. By optimizing the reaction conditions, such as selecting suitable ligands, bases and reaction solvents, the yield and selectivity of the reaction can be improved, and the target compound Ethyl 3 - amino - 6 - (trifluoromethyl) pyridine - 2 - carboxylate can be synthesized efficiently.
What are the physical properties of Ethyl 3-amino-6- (trifluoromethyl) pyridine-2-carboxylate
Ethyl 3 - amino - 6 - (trifluoromethyl) pyridine - 2 - carboxylate is an organic compound with unique physical properties.
Its properties are mostly solid, and its appearance may be white to off-white crystalline powder. Due to the interaction between molecules, the arrangement is orderly, forming a stable crystalline structure. Its melting point is in a specific range of about 100-105 ° C. At this temperature, the molecules obtain enough energy to overcome the lattice energy, the lattice structure disintegrates, and the substance is converted from solid to liquid. The melting point is affected by intermolecular forces, such as hydrogen bonds and van der Waals forces. This compound contains amino groups, carboxyethyl ester groups and trifluoromethyl groups, and these groups interact to affect the melting point.
Solubility, slightly soluble in water. Water is a polar solvent, and although this compound contains polar amino and carboxylethyl ester groups, trifluoromethyl has strong hydrophobicity, resulting in a decrease in overall polarity, weak interaction with water molecules, and insoluble in water. However, it is soluble in common organic solvents, such as dichloromethane, chloroform, ethanol, etc. In non-polar or weakly polar organic solvents such as dichloromethane, the force between molecules and solvents matches the force between molecules, and it is easy to mix and dissolve with each other.
Density depends on the molecular weight and the degree of packing compactness. The density of this compound is about 1.35-1.40 g/cm ³. Due to the fluorine atom, the relative atomic weight of fluorine atoms is large, and the structure of trifluoromethyl makes the molecules tightly packed and the density is high.
In addition, it is relatively stable chemically at room temperature and pressure, but under certain conditions, such as high temperature, strong acid, and strong alkali environment, chemical reactions will occur. Because it contains amino groups, it is alkaline and can react with acids to form salts; carboxylethyl ester groups can be hydrolyzed under acid-base catalysis.
What are the chemical properties of Ethyl 3-amino-6- (trifluoromethyl) pyridine-2-carboxylate
Ethyl 3 - amino - 6 - (trifluoromethyl) pyridine - 2 - carboxylate is an organic compound. Let me explain the chemical properties of this compound one by one.
From its structural point of view, the molecule contains a pyridine ring, which is aromatic and endows the compound with certain stability and special reactivity. The nitrogen atom on the pyridine ring has a solitary pair of electrons, which can participate in many chemical reactions, such as combining with protons to form salts, or participating in nucleophilic substitution reactions as a nucleophilic check point. The amino group at the
3 position is a strong electron donor group, which can increase the electron cloud density of the pyridine ring, making its neighbor and para-position more prone to electrophilic substitution reactions. Amino groups can also participate in acylation, alkylation and other reactions to form various derivatives.
The trifluoromethyl group at position 6 is a strong electron-absorbing group, which can reduce the electron cloud density of the pyridine ring and affect the selectivity of the reaction check point. And the carbon-fluorine bond of the trifluoromethyl group itself has high stability, which affects the physical and chemical properties of the compound as a whole, such as enhancing its lipid solubility, affecting the melting point, boiling point and other physical properties. The carboxylic acid ethyl ester group at position
2 contains the characteristics of ester functional groups and can undergo hydrolysis reaction. Hydrolysis under acidic or alkaline conditions is more thorough, which is a common method for preparing corresponding carboxylic acids. At the same time, ester groups can participate in the transesterification reaction, exchanging alkoxy groups with different alcohols under the action of catalysts to obtain different ester derivatives.
Ethyl 3-amino-6- (trifluoromethyl) pyridine-2-carboxylate is rich in chemical properties, and the functional groups interact with each other. It is an important intermediate in the field of organic synthesis and medicinal chemistry. Compounds with specific functions can be prepared through various reactions.
Ethyl 3-amino-6- (trifluoromethyl) pyridine-2-carboxylate in the market price
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