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2,4-Dichloro-5-ethylsulfanylmethylpyrimidine, also known as 2,4-D-5-ETSMP, is a chemical compound that is widely used in the production of various chemicals and pharmaceuticals.
It is an important intermediate in the synthesis of several medications, including some anti-cancer drugs, antibiotics, and anti-inflammatory agents.
In the chemical industry, 2,4-D-5-ETSMP is considered a critical raw material, and its demand is growing rapidly due to its increasing use in various applications.
Upstream Products
The production of 2,4-D-5-ETSMP involves several upstream processes, including the synthesis of precursor chemicals and intermediates.
One of the key precursors is 2,4-dichlorophenol, which is synthesized from chloroform and benzaldehyde.
The synthesis of 2,4-dichlorophenol involves several steps, including its oxidation to 2,4-dichloro-6-hydroxypyran-2-one, followed by its reduction to 2,4-dichlorophenol.
After the synthesis of 2,4-dichlorophenol, it is converted to 2,4-dichloro-5-ethylsulfanylmethylphenol (2,4-D-5-ESMP) through a series of chemical reactions.
The synthesis of 2,4-D-5-ESMP involves the reaction of 2,4-dichlorophenol with dimethyl sulfate, followed by esterification with ethyl alcohol.
The resulting compound is then treated with a reducing agent, such as hydrogen in the presence of a catalyst, to reduce the benzylidene group to a methylene group.
Downstream Products
The primary downstream product of 2,4-D-5-ESMP is 2,4-dichloro-5-ethylsulfanylmethylpyrimidine (2,4-D-5-ETSMP).
This compound is synthesized by treating 2,4-D-5-ESMP with chlorosulfonic acid.
The reaction involves the substitution of the methylene group in 2,4-D-5-ESMP with a chlorine atom, followed by the addition of another chlorine atom to form 2,4-dichloro-5-ethylsulfanylmethylpyrimidine.
The synthesis of 2,4-D-5-ETSMP is a complex process that requires careful control of the reaction conditions to avoid the formation of unwanted byproducts.
The reaction involves the treatment of 2,4-D-5-ESMP with chlorosulfonic acid, followed by the addition of a base, such as sodium hydroxide, to neutralize the acid.
The resulting compound is then treated with a reducing agent, such as hydrogen in the presence of a catalyst, to cleave the N-chlorosulfonic acid moiety.
Applications of 2,4-D-5-ETSMP
2,4-D-5-ETSMP is used as an intermediate in the production of several chemicals and pharmaceuticals.
One of its most important applications is in the synthesis of antibiotics, including erythromycin, clarithromycin, and roxithromycin.
2,4-D-5-ETSMP is also used in the synthesis of anti-cancer drugs, such as irinotecan and topotecan, and anti-inflammatory agents, such as celecoxib.
In addition to its use in the pharmaceutical industry, 2,4-D-5-ETS