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6-Chloro-N-ethyl-3-pyridazinemethanamine, also known as N-ethyl-N-chloro-3-pyridazinemethanamine, is a compound that has been synthesized in various ways in the chemical industry.
The synthetic routes of this compound are as diverse as the applications for which it is used.
The following paragraphs will outline some of the most common methods for synthesizing N-ethyl-N-chloro-3-pyridazinemethanamine.
One of the most common methods for synthesizing N-ethyl-N-chloro-3-pyridazinemethanamine is through the reaction of N-ethylamine with chloroacetamide.
This reaction involves the substitution of the chlorine atom in chloroacetamide with the amino group of N-ethylamine.
The reaction is carried out in the presence of a solvent such as water or ethanol, and is often catalyzed by an acid such as hydrochloric acid.
The product is then purified by recrystallization or chromatography.
Another common synthetic route for N-ethyl-N-chloro-3-pyridazinemethanamine is through the reaction of N-ethyl-3-pyridazinemethanamine with chloroacetyl chloride.
In this reaction, the amino group of N-ethyl-3-pyridazinemethanamine is replaced by the chlorine atom from the chloroacetyl chloride.
The reaction is typically carried out in the presence of a solvent such as acetonitrile or dichloromethane, and is often accompanied by the formation of a precipitate.
The product is then purified by filtration or recrystallization.
A third synthetic route for N-ethyl-N-chloro-3-pyridazinemethanamine is through the reduction of N-ethyl-N-chloro-2-oxo-2H-1,3-oxazine.
This compound can be synthesized by treating N-ethylhydroxylamine with chloroacetyl chloride, followed by reduction with lithium aluminum hydride.
The product is then purified by recrystallization or chromatography.
In addition to the aforementioned synthetic routes, N-ethyl-N-chloro-3-pyridazinemethanamine can also be synthesized through the reduction of N-ethyl-N-chloro-2,3-dihydro-1H-pyrazole-5-carboxamide, or by the reaction of N-ethyl-N-chloro-4-aminopyridine with sodium hydroxide.
In conclusion, there are several synthetic routes for the production of N-ethyl-N-chloro-3-pyridazinemethanamine, each with its own advantages and disadvantages.
The choice of synthetic route depends on the intended application, the availability of reagents, and the efficiency of the synthesis.
N-ethyl-N-chloro-3-pyridazinemethanamine finds use as a medicinal chemistry building block, a catalyst for the polymerization of styrene, and as a laboratory reagent for the preparation of other compounds.