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2-Chloro-8-methylquinoline-3-carboxaldehyde is an important intermediate in the chemical industry, which is widely used as a building block for the synthesis of various chemical compounds.
The preparation of this compound involves several steps, including the reaction of 2-chloro-8-methylquinoline-3-carboxylic acid with a reducing agent such as hydrogen in the presence of a catalyst.
The first step in the preparation of 2-chloro-8-methylquinoline-3-carboxaldehyde is the synthesis of 2-chloro-8-methylquinoline-3-carboxylic acid, which is obtained by the reaction of 2-chloro-7-methylquinoline-3-carboxylic acid with methyl iodide in the presence of a base such as sodium hydroxide.
The reaction is carried out in a suitable solvent such as THF or DMF, and the product is isolated by recrystallization from a suitable solvent such as ether or hexane.
The second step in the preparation of 2-chloro-8-methylquinoline-3-carboxaldehyde is the reduction of 2-chloro-8-methylquinoline-3-carboxylic acid to the corresponding carboxaldehyde.
This is typically achieved by treating the acid with hydrogen in the presence of a catalyst such as palladium on barium carbonate.
The reaction is carried out in a suitable solvent such as methanol or ethanol, and the product is isolated by filtration and recrystallization.
The third step in the preparation of 2-chloro-8-methylquinoline-3-carboxaldehyde is the purification of the product obtained in the previous step.
This is typically achieved by recrystallization from a suitable solvent such as ether or hexane.
The purified product is then dried and packaged for storage and use in further reactions.
The use of 2-chloro-8-methylquinoline-3-carboxaldehyde as a building block in the synthesis of various chemical compounds is well-documented in the literature.
One example of such a compound is 2-(2-chloro-8-methylquinolin-3-yl)-5-methylthiazole, which is synthesized by treating 2-chloro-8-methylquinoline-3-carboxaldehyde with thiourea and a suitable acid such as hydrochloric acid.
The product is then purified by recrystallization and used as a building block for further reactions.
Another example of a compound synthesized using 2-chloro-8-methylquinoline-3-carboxaldehyde is 3-(2-chloro-8-methylquinolin-3-yl)-5-iodo-2H-pyrrole-2-one, which is synthesized by treating 2-chloro-8-methylquinoline-3-carboxaldehyde with iodine and a suitable base such as sodium hydroxide in the presence of a suitable solvent such as DMF.
The product is then purified by recrystallization and used as a building block for further reactions.
In conclusion, 2-chloro-8-methylquinoline-3-carboxaldehyde is an important intermediate in the chemical industry, which is widely used as a building block for the synthesis of various chemical compounds.
The preparation of this compound involves several steps, including the reaction of 2-chloro-8-methylquinoline-3-carboxylic acid with a reducing agent such as