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6-Chloro-3-nitro-2-(trifluoromethyl)pyridine is an important organic compound in the chemical industry, with various synthetic routes available for its production.
In this article, we will discuss the different synthetic routes for 6-chloro-3-nitro-2-(trifluoromethyl)pyridine and highlight their advantages and disadvantages.
Route 1: Via 5-Chloro-2-(trifluoromethyl)pyridine
This route involves the chlorination of 2-(trifluoromethyl)pyridine followed by nitration with nitric acid.
The reaction conditions include the use of dry ice and hydrogen chloride in the presence of a solvent such as diethyl ether or dichloromethane.
The product can be isolated using conventional methods such as filtration and washing.
Advantages:
- The reaction can be carried out under mild conditions, making it relatively safe and easy to handle.
- The product can be purified by simple filtration and washing, which makes the overall process economical.
Disadvantages:
- The use of dry ice and hydrogen chloride can be hazardous, and proper safety precautions must be taken.
- The reaction produces a mixture of isomers, which requires further purification to obtain pure 6-chloro-3-nitro-2-(trifluoromethyl)pyridine.
Route 2: Via 6-Chloro-2-(trifluoromethyl)pyridine
This route involves the direct chlorination of 2-(trifluoromethyl)pyridine using chlorine gas in the presence of a solvent such as carbon tetrachloride or chloroform.
The product can be isolated by precipitation with a reagent such as sodium hydroxide or by extraction with a solvent such as diethyl ether or dichloromethane.
Advantages:
- The reaction can be carried out efficiently with high yield using simple reaction conditions.
- The product can be purified by simple precipitation or extraction, which makes the overall process economical.
Disadvantages:
- The use of chlorine gas can be hazardous, and proper safety precautions must be taken.
- The product can undergo further reactions, such as nitration or sulfonation, to produce a mixture of isomers, which requires further purification to obtain pure 6-chloro-3-nitro-2-(trifluoromethyl)pyridine.
Route 3: Via 3-Nitro-2-(trifluoromethyl)pyridine
This route involves the nitration of 2-(trifluoromethyl)pyridine with nitric acid in the presence of a solvent such as acetonitrile or dichloromethane.
The reaction can be carried out at room temperature or under reflux, and the product can be isolated by precipitation with a reagent such as sodium hydroxide.
Advantages:
- The reaction can be carried out under mild conditions, making it relatively safe and easy to handle.
- The product can be isolated by simple precipitation, which makes the overall process economical.
Disadvantages:
- The presence of a solvent can make the process less environmentally friendly.
- The use of nitric acid can be hazardous, and proper safety precautions must be taken.
In summary, there are several synthetic routes available for the production of 6-chloro-3-nitro-2-(trifluoromethyl)pyridine.
The choice of route depends on the availability of starting materials, the reaction conditions, and the desired purity of the final product.
Each route has its advantages and disadvantages