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2-Chloro-8-methylquinoline-3-carboxaldehyde is a compound that is widely used in various applications in the chemical industry.
It is an important intermediate in the synthesis of a variety of chemical products, including pharmaceuticals, agrochemicals, and dyestuffs.
The synthetic routes for 2-chloro-8-methylquinoline-3-carboxaldehyde can vary depending on the specific application and the starting materials available.
In this article, we will discuss some of the most common synthetic routes for this compound.
One of the most commonly used methods for synthesizing 2-chloro-8-methylquinoline-3-carboxaldehyde is through the reaction of 2-chloro-6-methylquinoline-8-carboxaldehyde with 3-methylthiophenol in the presence of a Lewis acid catalyst, such as aluminum chloride or ferric chloride.
The reaction proceeds through a series of steps, including the formation of an imine intermediate, which is then reduced to the desired aldehyde using a reducing agent, such as lithium aluminum hydride or hydroxyboration-oxidation.
Another synthetic route for 2-chloro-8-methylquinoline-3-carboxaldehyde involves the reaction of 2-chloro-6-methylquinoline-8-carboxaldehyde with dimethylformamide under conditions that promote the formation of a Schmidt reaction intermediate.
The intermediate is then reduced using a reducing agent, such as sodium borohydride, to form the desired aldehyde.
Yet another synthetic route for 2-chloro-8-methylquinoline-3-carboxaldehyde involves the reaction of 2-chloro-6-methylquinoline-8-carboxaldehyde with 3-methyl-2-thiazoniado-5-carboxaldehyde in the presence of a Lewis acid catalyst, such as aluminum chloride or ferric chloride.
The reaction proceeds through a series of steps, including the formation of an imine intermediate, which is then reduced to the desired aldehyde using a reducing agent, such as lithium aluminum hydride or hydroxyboration-oxidation.
Regardless of the synthetic route used, the final product is typically purified using chromatography or other purification methods to remove any unwanted impurities.
The purified 2-chloro-8-methylquinoline-3-carboxaldehyde is then used as a building block for the synthesis of a variety of chemical products.
Overall, the synthetic routes for 2-chloro-8-methylquinoline-3-carboxaldehyde are varied and can be adapted to suit the specific needs of the chemical industry.
By using these synthetic routes, researchers can produce the desired compound with high purity and efficiency, which is essential for a wide range of chemical applications.