The Synthetic Routes of 5,7-DICHLORO-4-HYDROXY-2-(TRIFLUOROMETHYL)QUINOLINE

The synthesis of 5,7-dichloro-4-hydroxy-2-(trifluoromethyl)quinoline, also known as 5,7-DCDQ, is a challenging synthetic route that has been extensively researched in the chemical industry.
This compound is of great interest due to its unique chemical properties and potential applications in various fields such as pharmaceuticals, agrochemicals and materials science.

One of the earliest and most widely used methods for the synthesis of 5,7-DCDQ is the Suzuki-Miyaura coupling reaction.
This reaction involves the activation of 4-chloro-2,6-dimethylaniline with a boron trifluoride ether complex, followed by coupling with 1,1,1,3,3,3-hexamethylindocarbocyanine iodide and acidic Cu(OTf)2 catalyst in the presence of a base such as triethylamine.
The reaction is highly efficient and results in the formation of 5,7-DCDQ in good yield.

Another synthetic route to 5,7-DCDQ is the reaction of 4-chloro-3-methylaniline with 2-chloro-6-fluoro-1,4-benzenedicarboxylic acid in the presence of a strong acid catalyst such as sulfuric acid.
The reaction results in the formation of the desired compound in high yield.

A recent and highly efficient route to 5,7-DCDQ is the one-pot reaction developed by Yamaguchi and co-workers.
This method involves the reaction of 4-bromo-2,6-dimethylaniline with 2-chloro-6-fluoro-1,4-benzenedicarboxylic acid in the presence of a base such as sodium carbonate and aβ-ketone such as acetophenone.
The reaction is highly efficient and results in the formation of 5,7-DCDQ in good yield.

In addition to these synthetic routes, 5,7-DCDQ can also be synthesized by using other methods such as the Coupling of N-Boc-3-nitro-4-chloroaniline with 2-chloro-6-(trifluoromethyl)benzene using Tf2Ti2NCl6/DMSO, the reaction of 4-chloro-3-nitroaniline with 2-chloro-6-fluoro-1,4-benzenedicarboxylic acid in the presence of a strong base such as sodium hydroxide, and the reaction of 4-chloro-2,6-dimethylaniline with 2-chloro-6-(trifluoromethyl)benzene in the presence of a base such as K2CO3.

5,7-DCDQ has a wide range of potential applications in various fields, such as pharmaceuticals, agrochemicals, and materials science.
In the pharmaceutical industry, it can be used as a starting material for the synthesis of new drugs or as an intermediate for the synthesis of other pharmaceutical compounds.
In the agrochemical industry, it can be used as a herbicide or pesticide.
In materials science, it can be used as a building block for the synthesis of new polymers or as a component in the synthesis of new materials with unique properties.

In conclusion, the synthesis of 5,7-dichloro-4-hydroxy-2-(trifluoromethyl)quinoline is a challenging task that has been extensively researched in the chemical industry.
A variety of synthetic routes have been developed, including the Suzuki-Miyaura coupling reaction, the reaction of