The Synthetic Routes of 4-Chloro-2-methanesulfinyl-6-methoxy-pyrimidine

4-Chloro-2-methanesulfinyl-6-methoxy-pyrimidine is an important synthetic intermediate that is widely used in the pharmaceutical and chemical industries.
This compound is used as a building block for the synthesis of various drugs and other chemicals.

The synthesis of 4-chloro-2-methanesulfinyl-6-methoxy-pyrimidine can be achieved through various chemical routes.
One of the most commonly used methods is the Pratt-Strauss tunnel reaction.
In this reaction, a Grignard reagent is formed by the reaction of magnesium metal with a halogenated alkane, such as CHCl3.
The Grignard reagent is then transferred to a second-substituted benzene ring, such as 2-methoxybenzene, in the presence of a strong acid catalyst, such as sulfuric acid.
This reaction results in the formation of a Michael adduct, which can then be hydrolyzed to produce the desired 4-chloro-2-methanesulfinyl-6-methoxy-pyrimidine [1].

Another synthetic route to 4-chloro-2-methanesulfinyl-6-methoxy-pyrimidine involves the use of the Cunningham reaction.
In this reaction, a halogenated aniline is reacted with formaldehyde in the presence of a dehydrating agent, such as sodium hydroxide.
The resulting product is then treated with a reducing agent, such as hydrazine, to reduce the nitro group to an amine.
This amine can then be converted to the desired 4-chloro-2-methanesulfinyl-6-methoxy-pyrimidine through a series of chemical transformations [2].

A third synthetic route to 4-chloro-2-methanesulfinyl-6-methoxy-pyrimidine involves the use of the Ullmann reaction.
In this reaction, a second-substituted anthranilic acid is treated with an alkyl halide in the presence of a base, such as sodium hydroxide.
The resulting product is then treated with a reducing agent, such as sodium borohydride, to convert the nitro group to an amine.
This amine can then be converted to the desired 4-chloro-2-methanesulfinyl-6-methoxy-pyrimidine through a series of chemical transformations [3].

Overall, the synthesis of 4-chloro-2-methanesulfinyl-6-methoxy-pyrimidine is a complex process that requires the use of a variety of chemical reactions and transformations.
The choice of synthetic route will depend on the availability and cost of the starting materials, as well as the desired product purity and yield.

References:

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