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The 3-Bromo-6-methylpyridazine is an important chemical compound that is widely used in various industries, including the chemical, pharmaceutical, and agrochemical industries.
This compound is used as a raw material for the production of various chemicals and drugs.
In this article, we will discuss the instruction for the synthesis of 3-Bromo-6-methylpyridazine in the chemical industry.
Synthesis of 3-Bromo-6-methylpyridazine
The synthesis of 3-Bromo-6-methylpyridazine involves several steps, including the preparation of the starting materials and the reaction conditions.
The following is the recommended procedure for the synthesis of 3-Bromo-6-methylpyridazine:
Step 1: Preparation of methyl 3-bromopyridate
In a round-bottomed flask equipped with a magnetic stirrer, weigh 100 grams of 3-bromopyridine and add 100 milliliters of methanol.
Then, add 100 milliliters of a 5% aqueous sodium hydroxide solution.
Stir the mixture for 30 minutes at room temperature, and then add 100 milliliters of methanol.
After stirring for an additional 30 minutes, the mixture is filtered, and the filtrate is concentrated under reduced pressure.
The residue is purified by column chromatography on silica gel, using a mixture of ethyl acetate and hexane as the eluent.
This will yield a yellow solid, which is the methyl 3-bromopyridate.
Step 2: Preparation of 6-methylpyridazine-3-boronic acid
In a round-bottomed flask equipped with a magnetic stirrer, weigh 50 grams of 6-methylpyridazine and add 50 milliliters of toluene.
Then, add 50 milliliters of a 1.
0 M solution of boron tribromide in toluene.
Stir the mixture for 30 minutes at room temperature, and then add 50 milliliters of toluene.
After stirring for an additional 30 minutes, the mixture is filtered, and the filtrate is concentrated under reduced pressure.
The residue is purified by column chromatography on silica gel, using a mixture of ethyl acetate and hexane as the eluent.
This will yield a pale yellow solid, which is the 6-methylpyridazine-3-boronic acid.
Step 3: Synthesis of 3-Bromo-6-methylpyridazine
In a round-bottomed flask equipped with a magnetic stirrer, add 50 milliliters of toluene and 50 milliliters of a 1.
0 M solution of sodium hydroxide.
Stir the mixture for 30 minutes at room temperature, and then add the methyl 3-bromopyridate and 6-methylpyridazine-3-boronic acid, in that order.
Stir the mixture for 30 minutes, and then add 50 milliliters of toluene.
After stirring for an additional 30 minutes, the mixture is filtered, and the filtrate is concentrated under reduced pressure.
The residue is purified by column chromatography on silica gel, using a mixture of ethyl acetate and hexane as the eluent.
This will yield a yellow solid, which is the 3-Bromo-6-methylpyridazine.
Characterization of 3-Bromo-6-methylpyridazine
The structure of the synthesized 3-Bromo-6-methylpyrid