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4,4'-(6-Chloropyrimidine-2,4-diyl)diMorpholine is a synthetic compound used in various applications in the chemical industry.
The compound is synthesized through several routes, each with its advantages and disadvantages.
In this article, we will discuss three synthetic routes commonly used to produce 4,4'-(6-chloropyrimidine-2,4-diyl)diMorpholine.
Route 1: via N-Chlorosuccinimide
This is a typical synthetic route for 4,4'-(6-chloropyrimidine-2,4-diyl)diMorpholine.
The process involves the following steps:
- Preparation of N-Chlorosuccinimide: N-Chlorosuccinimide is prepared by treating succinimide with N-chloroethyl chloride in the presence of a solvent like dichloromethane.
- Condensation of N-Chlorosuccinimide with 2,4-Dichloropyrimidine: N-Chlorosuccinimide is condensed with 2,4-dichloropyrimidine in the presence of a solvent like DMF.
This condensation results in the formation of N-chloro-2,4-dimethyl-6-nitropyridine. - Ring-Closing Metathesis of N-Chloro-2,4-dimethyl-6-nitropyridine: The N-chloro-2,4-dimethyl-6-nitropyridine from step 2 undergoes ring-closing metathesis in the presence of a catalyst like ruthenium catalyst and a solvent like toluene.
This results in the formation of 4,4'-(6-chloropyrimidine-2,4-diyl)diMorpholine.
Advantages of this route:
- This route is straightforward and easy to execute.
- It uses readily available reagents.
- The yield of the product is good.
Disadvantages of this route:
- The use of N-chlorosuccinimide can be hazardous.
- The use of a large amount of toluene can be environmentally unfriendly.
- The ring-closing metathesis step requires the use of a catalyst, which can be expensive.
Route 2: via N-Bromosuccinimide
This synthetic route involves the following steps:
- Preparation of N-Bromosuccinimide: N-Bromosuccinimide is prepared by treating succinimide with N-bromoethyl chloride in the presence of a solvent like dichloromethane.
- Condensation of N-Bromosuccinimide with 2,4-Dichloropyrimidine: N-Bromosuccinimide is condensed with 2,4-dichloropyrimidine in the presence of a solvent like DMF.
This condensation results in the formation of N-bromo-2,4-dimethyl-6-nitropyridine. - Ring-Closing Metathesis of N-Bromo-2,4-dimethyl-6-nitropyridine: The N-bromo-2,4-dimethyl-6-nitropyridine from step 2 undergoes ring-closing metathesis in the presence of a catalyst like ruthenium catalyst and a solvent like toluene.
This results in the formation of 4,4'-(6-chloropyrimidine-2,4-diyl)diMorpholine.
Advantages of this route:
- This route is also straightforward and easy