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3-Chloro-6-methoxypyridazine is a compound used in various industrial applications, including as a catalyst for the production of polyurethanes and as a intermediate for the synthesis of pharmaceuticals.
The synthesis of 3-chloro-6-methoxypyridazine can be achieved through several different routes, including synthetic routes.
One synthetic route to 3-chloro-6-methoxypyridazine involves the reaction of 2-methoxy-3-nitroaniline with hydrogen chloride in the presence of a Lewis acid catalyst, such as aluminum chloride.
This reaction results in the formation of 3-chloro-6-methoxypyridazine, along with the corresponding nitrile.
The nitrile can then be hydrolyzed using water and a strong acid, such as sulfuric acid, to produce the desired 3-chloro-6-methoxypyridazine.
Another synthetic route to 3-chloro-6-methoxypyridazine involves the reaction of 2-methoxy-5-nitrophenol with chloroform and a base, such as sodium hydroxide.
This reaction results in the formation of 3-chloro-6-methoxypyridazine, along with a small amount of the corresponding nitrophenol.
The product can then be purified by recrystallization or by other methods, such as distillation or chromatography.
A third synthetic route to 3-chloro-6-methoxypyridazine involves the reaction of 2-methoxy-4-nitroaniline with thionyl chloride.
This reaction results in the formation of 3-chloro-6-methoxypyridazine, along with the corresponding nitrile.
The nitrile can then be reduced to the amine using a reducing agent, such as hydrogen in the presence of a catalyst, such as palladium on barium oxide.
In addition to the above synthetic routes, 3-chloro-6-methoxypyridazine can also be synthesized via other methods, such as through the reduction of 3-chlor-6-methoxy-2H-pyridazin-2-one or through the condensation of 2-chlor-6-methoxyaniline with 3-methyl-2-oxazolidinone.
In the chemical industry, the synthetic routes to 3-chloro-6-methoxypyridazine are of great importance, as they provide a reliable and cost-effective means of producing this compound on a large scale.
The availability of 3-chloro-6-methoxypyridazine allows for its use in various industrial applications, including as a catalyst for the production of polyurethanes and as an intermediate for the synthesis of pharmaceuticals.