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What is the chemical structure of 4-thiazole ethyl methanoate?
4-Thiazole ethyl carboxylate, its chemical structure can be regarded as the connection between thiazole ring and ethyl formate group. The thiazole ring is a five-membered heterocycle containing sulfur and nitrogen atoms, with certain stability and special electronic properties. Ethyl formate is obtained by esterification of formic acid and ethanol, and contains ester functional group-COO -.
In ethyl 4-thiazole carboxylate, the sulfur and nitrogen atoms on the thiazole ring give the compound a unique electron cloud distribution, which affects its chemical activity and reaction check point. Carbonyl (C = O) in ester-COO - has a certain polarity and can participate in a variety of chemical reactions, such as hydrolysis, alcoholysis, etc.
From the perspective of atomic connection, the carbon atom at a specific position on the thiazole ring is covalently connected with the carbon atom of the ethyl formate group to build the basic skeleton of the whole molecule. This structure makes 4-thiazole ethyl carboxylate a key intermediate in the field of organic synthesis, participating in various reactions to construct more complex organic compounds. Due to its unique structure and activity, it may have potential application value in pharmaceutical chemistry, materials science and other fields.
What are the physical properties of 4-thiazole ethyl methanoate
Ethyl 4-thiazolecarboxylate is colorless to light yellow liquid with a weak special odor. Its boiling point is about 125-127 ° C (under 2.67kPa conditions), the relative density (20 ° C/4 ° C) is about 1.185-1.195, and the refractive index (n20D) is about 1.525-1.535.
4-thiazolecarboxylate is slightly soluble in water, but it can be miscible with common organic solvents such as ethanol, ethyl ether, and chloroform in any ratio. This characteristic is due to its molecular structure, which has both hydrophilic ester groups and hydrophobic thiazole rings, resulting in limited solubility in water and good solubility in organic solvents.
In terms of chemical properties, due to the presence of ester groups, hydrolysis reactions can occur. Under acid or base catalysis, ester groups are broken to generate 4-thiazolecarboxylic acid and ethanol; in case of alcohols, when catalyzed by acids, ester exchange reactions can also be carried out to produce new ester compounds; the nitrogen atom on the thiazole ring has certain alkalinity and can react with acids to form salts.
4-thiazolecarboxylate ethyl ester is widely used in the field of organic synthesis. It is a key intermediate for the preparation of a variety of drugs, pesticides and other fine chemicals, and is of great significance for the synthesis of many compounds.
What are the common synthesis methods of 4-thiazole ethyl methanoate
4-Thiazole ethyl carboxylate, organic compounds are also. The common synthesis methods are listed below:
First, with thiazole as the base, the reaction of nucleophilic substitution with halogenated ethyl acetate in the presence of base. Bases, such as potassium carbonate, sodium carbonate and the like. In a suitable solvent, such as acetonitrile, N, N-dimethylformamide, heated and stirred, the halogen atom of halogenated ethyl acetate is attacked by the nucleophilic attack of thiazole nitrogen atom, and then form a carbon-nitrogen bond to obtain ethyl 4-thiazole carboxylate. The key to this reaction is to control the amount of base, reaction temperature and time. If the amount of base is small, the reaction will be delayed; if the amount of base is large, it may cause side reactions. If the temperature is high, the reaction speed will increase, but the by-products will also increase; if the temperature is low, the reaction will take a long time.
Second, the esterification reaction is carried out with carboxylic acid containing thiazole structure and ethanol under acid catalysis. Commonly used acid catalysts include sulfuric acid and p-toluenesulfonic acid. In the reaction system, the acid can activate the carbonyl group of the carboxylic acid, and the hydroxyl group of the ethanol nucleophilic attacks the carbonyl carbon, and dehydrates to form an ester. During the reaction, water-bearing agents, such as benzene and toluene, can be added to remove the generated water, shift the equilibrium to the right, and increase the yield of the product. After the reaction is completed, the product is purified through neutralization, liquid separation, and distillation.
Third, thiazole-4-formyl acid derivatives, such as acid chloride and anhydride, are reacted with ethanol. Thiazole-4-formyl chloride meets ethanol, and the chlorine atom of the acid chloride is substituted with ethanol hydroxyl to form ethyl 4-thiazole carboxylate. This reaction is fast and high yield. However, thiazole-4-formyl chloride needs to be prepared in advance, and it is corrosive, so the operation should be careful. The reaction of acid anhydride and ethanol is also the same, and it can be promoted to form esters with appropriate catalysts.
Where is 4-thiazole ethyl methanoate used?
Ethyl 4-thiazolecarboxylate is useful in many fields.
In the field of medicine, it can be a key raw material for the creation of new drugs. The unique structure of the thiazole ring gives compounds a variety of biological activities. By chemically modifying ethyl 4-thiazolecarboxylate, drugs with antibacterial, anti-inflammatory and anti-tumor properties can be synthesized. For example, through specific reaction steps, it can be converted into an antimicrobial agent that has a significant inhibitory effect on specific bacteria, adding a weapon to human disease fighting.
In the field of pesticides, it also plays an important role. It can be used as an intermediate for the synthesis of high-efficiency and low-toxicity pesticides. Using it as the starting material, through a series of reactions, insecticides with specific effects on crop pests can be prepared. Such insecticides can not only effectively kill pests and ensure crop yield, but also have low toxicity and less damage to the environment and non-target organisms, which is suitable for the development of green agriculture today.
In the field of organic synthesis, ethyl 4-thiazolecarboxylate is like a cornerstone. Its rich reaction check points enable it to participate in many organic reactions. For example, it undergoes substitution reactions with various alcohols, amines and other compounds to build organic molecules with complex structures and unique functions. This provides an important path for the synthesis of fine chemicals, total synthesis of natural products, etc., and helps organic synthetic chemistry to continuously expand the boundaries and create more novel and practical compounds.
What is the market prospect of 4-thiazole ethyl methanoate?
Ethyl 4-thiazolecarboxylate, an organic chemical, is quite useful in the chemical and pharmaceutical fields. In terms of its market prospects, it seems to be a bright one.
In the chemical industry, it is a key intermediate for the synthesis of complex organic compounds. With the expansion of the chemical industry, the demand for various special structural compounds is increasing. Ethyl 4-thiazolecarboxylate is expected to occupy an increasingly important place in the chemical raw material market due to its unique structure.
In the field of medicine, many drug development relies on such compounds containing specific heterocyclic structures. Thiazole ring is common in many bioactive molecules. Ethyl 4-thiazole carboxylate is used as an important starting material for the development of new drugs. In recent years, with the continuous advancement of pharmaceutical research and development, there is a growing demand for novel structural active compounds, and this compound may usher in a broad market because of this demand.
However, the market prospect is not completely smooth. First, the synthesis process or there is room for optimization. If the process is complicated and costly, it will limit its large-scale production and marketing activities. Second, the regulations are strictly regulated in the chemical and pharmaceutical industries. Products need to meet many quality and safety standards, and the process of meeting standards may require a lot of manpower, material resources and time. But overall, if the above potential problems are solved, the market prospect of ethyl 4-thiazolecarboxylate should be full of hope and opportunities with its application potential in the chemical and pharmaceutical fields.