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4-Chloro-6-methoxypyrimidine is an important intermediate chemical used in the production of various pharmaceuticals, agrochemicals, and other chemical products.
The synthesis of 4-chloro-6-methoxypyrimidine has been the subject of extensive research, and several synthetic routes have been developed over the years.
In this article, we will discuss some of the most common synthetic routes for 4-chloro-6-methoxypyrimidine.
One of the most commonly used synthetic routes for 4-chloro-6-methoxypyrimidine is the reduction of 4-chloro-6-methoxy-2H-pyrimidin-2-one.
This compound can be reduced using various reducing agents, such as lithium aluminum hydride (LiAlH4) or hydrogen in the presence of a catalyst, such as palladium on barium sulfate.
The reduction reaction typically involves heating the mixture of the compound and the reducing agent in the presence of a solvent, such as acetonitrile or methanol.
Another synthetic route for 4-chloro-6-methoxypyrimidine involves the reaction of 4-chloro-6-methoxybenzaldehyde with sodium methoxide in the presence of a solvent, such as methanol.
The reaction mixture is typically heated under reflux for several hours, after which the product is extracted with a solvent, such as ether or diethyl ether, and purified by column chromatography using a mixture of solvents, such as silica gel and ethyl acetate.
A third synthetic route for 4-chloro-6-methoxypyrimidine involves the reaction of 4-chloro-6-methoxybenzaldehyde with 2,4-dichloro-6-methoxy-pyrimidine in the presence of a catalyst, such as vanadium oxide or molybdenum sulfide.
This reaction typically involves heating the mixture of the compounds and the catalyst in the presence of a solvent, such as acetonitrile or pyridine.
In addition to the above synthetic routes, 4-chloro-6-methoxypyrimidine can also be synthesized using other methods, such as the reaction of 4-chloro-6-methoxy-2H-pyrimidin-2-one with hydrazine, the reaction of 4-chloro-6-methoxy-2H-pyrimidin-2-one with nitric acid, and the reaction of 4-chloro-6-methoxybenzaldehyde with 3-bromo-2-methyl-pyridine.
In conclusion, the synthesis of 4-chloro-6-methoxypyrimidine has been the subject of extensive research, and several synthetic routes have been developed over the years.
The most commonly used synthetic routes involve the reduction of 4-chloro-6-methoxy-2H-pyrimidin-2-one, the reaction of 4-chloro-6-methoxybenzaldehyde with sodium methoxide, and the reaction of 4-chloro-6-methoxybenzaldehyde with 2,4-dichloro-6-methoxy-pyrimidine.
These synthetic routes offer several advantages, including high yield, low cost, and easy scalability.