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2-Methyl-6-quinolinecarbaldehyde, also known as 2,6-dimethoxy-3,5-dihydroimidazo[1,2-d]benzoxazepine, is a chemical compound that is used in various industrial applications.
It is an important intermediate in the production of several downstream products, and it can also be used as an upstream product in some processes.
Upstream Products
One of the most common ways to produce 2-methyl-6-quinolinecarbaldehyde is through a chemical reaction known as the Pfitzinger-Moffatt reaction.
This reaction involves the condensation of 2-methyl-4-nitroanisole and 2,5-dimethoxytoluene in the presence of a base, such as sodium hydroxide.
The resulting product is then reduced using hydrogen in the presence of a catalyst, such as palladium on barium sulfate, to yield 2-methyl-6-quinolinecarbaldehyde.
Another way to produce 2-methyl-6-quinolinecarbaldehyde is through the reaction of 2-methyl-4-nitrobenzaldehyde with 2,5-dimethoxybenzaldehyde in the presence of a solvent, such as acetone, and a condensation agent, such as dicyclohexylcarbodiimide.
The resulting product is then treated with sodium hydroxide to yield 2-methyl-6-quinolinecarbaldehyde.
Downstream Products
2-Methyl-6-quinolinecarbaldehyde is an important intermediate in the production of several downstream products, including pharmaceuticals, agrochemicals, and dyes.
One of the most common downstream products is the anti-inflammatory drug celecoxib, which is used to treat pain and inflammation.
Celecoxib is produced by the reaction of 2-methyl-6-quinolinecarbaldehyde with chloroform and subsequent treatment with various reagents.
Another important downstream product is the herbicide imazethapyr, which is used to control weeds in crops.
Imazethapyr is produced by the reaction of 2-methyl-6-quinolinecarbaldehyde with chloroform and subsequent treatment with various reagents.
The dye malachite green is also produced using 2-methyl-6-quinolinecarbaldehyde as an intermediate.
Malachite green is used in the textile industry as a dye for cotton and silk.
In conclusion, 2-methyl-6-quinolinecarbaldehyde is an important intermediate in the production of several downstream products, including pharmaceuticals, agrochemicals, and dyes.
It is produced through various upstream processes, such as the Pfitzinger-Moffatt reaction and the reaction of 2-methyl-4-nitroanisole and 2,5-dimethoxytoluene.
These processes are typically carried out in a laboratory setting using specialized equipment and chemical reagents.