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Ethyl N-[4-chloro-3-(trifluoromethyl)phenyl]carbamate is an important synthetic intermediate in the pharmaceutical and chemical industries.
It is commonly used as a precursor to various pharmaceuticals, including anti-inflammatory drugs and antidepressants.
The synthetic routes to this compound can be broadly classified into two categories: organic and inorganic.
Organic Synthetic Routes
The most common organic synthetic route to ethyl N-[4-chloro-3-(trifluoromethyl)phenyl]carbamate involves a sequence of reactions that starts with the synthesis of 4-chloro-3-(trifluoromethyl)benzaldehyde.
This compound is then converted to 4-chloro-3-(trifluoromethyl)benzamide through a series of hydrolysis, dehydration, and condensation reactions.
The benzamide is then nitrated to form 4-chloro-3-(trifluoromethyl)benzonitrile, which is then reduced to 4-chloro-3-(trifluoromethyl)phenylamine using hydrogen in the presence of a catalyst.
Finally, the amine is converted to ethyl N-[4-chloro-3-(trifluoromethyl)phenyl]carbamate through a series of organic reactions, including esterification, hydrolysis, and condensation.
Inorganic Synthetic Routes
In addition to the organic synthetic routes, there are also inorganic synthetic routes to ethyl N-[4-chloro-3-(trifluoromethyl)phenyl]carbamate.
These routes typically involve the use of inorganic reagents, such as hydrogen fluoride and sodium hydroxide, to form the necessary intermediates.
One such route involves the conversion of 4-chloro-3-fluoraniline to 4-chloro-3-(trifluoromethyl)aniline through a series of reactions, including hydrolysis, nitration, and condensation.
The aniline is then converted to ethyl N-[4-chloro-3-(trifluoromethyl)phenyl]carbamate through a series of organic reactions, including esterification, hydrolysis, and condensation.
Advantages and Limitations of Synthetic Routes
The synthetic routes to ethyl N-[4-chloro-3-(trifluoromethyl)phenyl]carbamate offer several advantages, including high yields, consistent product quality, and scale-up potential.
However, these routes also have limitations, including the use of hazardous reagents, high energy consumption, and the generation of waste byproducts.
Ethyl N-[4-chloro-3-(trifluoromethyl)phenyl]carbamate is an important synthetic intermediate that can be synthesized through a variety of organic and inorganic synthetic routes.
These routes offer several advantages, including high yields, consistent product quality, and scale-up potential.
However, they also have limitations, including the use of hazardous reagents, high energy consumption, and the generation of waste byproducts.
As the pharmaceutical and chemical industries continue to grow, it is important to develop new and more sustainable synthetic routes to important compounds like ethyl N-[4-chloro-3-(trifluoromethyl)phenyl]carbamate.