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The synthesis of (2-chloro-pyrimidin-4-ylmethyl)-ethyl-amine, commonly referred to as 4-ClPM in the chemical industry, is a crucial step in the production of various chemicals, drugs, and agrochemicals.
The synthesis of this compound has a long history and has undergone many modifications and improvements over the years.
In this article, we will discuss some of the synthetic routes that have been developed for the synthesis of 4-ClPM.
- Hydrochlorination of 2-Amino-5-methylpyrimidine
One of the most common ways to synthesize 4-ClPM is through the hydrochlorination of 2-amino-5-methylpyrimidine.
This reaction involves the conversion of 2-amino-5-methylpyrimidine to 4-chloro-2-amino-5-methylpyrimidine using hydrogen chloride gas and sodium hydroxide as a catalyst.
The reaction can be carried out in the presence of solvents such as water, methanol, or ethanol.
- N-Chlorosuccinimide Method
Another method for synthesizing 4-ClPM is through the use of N-chlorosuccinimide.
This method involves the conversion of 2-chloro-4-nitroaniline to 4-chloro-2-methylpyrimidine using N-chlorosuccinimide, sodium hydroxide, and water.
The reaction can be carried out at room temperature and the product can be further purified by recrystallization or column chromatography.
- N-Chlorosuccinimide and Hydrochloric Acid Method
Another route for synthesizing 4-ClPM involves the use of N-chlorosuccinimide and hydrochloric acid.
This method involves the conversion of 2-chloro-4-nitroaniline to 4-chloro-2-methylpyrimidine using N-chlorosuccinimide and hydrochloric acid.
The reaction is carried out in the presence of a solvent such as water or ethanol and the product can be further purified by recrystallization or column chromatography.
- Palladium-Catalyzed Reduction of N-Chlorosuccinimide
In this method, 4-chloro-2-nitroaniline is converted to 4-chloro-2-methylpyrimidine using Pd/C catalyst and hydrogen gas.
The reaction is carried out under hydrogenation conditions and the product can be further purified by recrystallization or column chromatography.
In conclusion, the synthesis of 4-ClPM is an important aspect of the chemical industry, and there are several synthetic routes available for its synthesis.
These methods include hydrochlorination of 2-amino-5-methylpyrimidine, N-chlorosuccinimide method, N-chlorosuccinimide and hydrochloric acid method, and palladium-catalyzed reduction of N-chlorosuccinimide.
Each method has its own advantages and disadvantages, and the choice of the method depends on the desired outcome and the availability of the necessary equipment and reagents.