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The Synthetic Routes of 6-(Bromomethyl)-4(3H)-pyrimidinone: An Overview in the Chemical Industry
6-(Bromomethyl)-4(3H)-pyrimidinone, commonly known as BrPim, is an important intermediate in the synthesis of various pharmaceuticals, agrochemicals, and dyes.
It is a versatile compound that can undergo various reactions, including halogenation, nitration, sulfonation, and others, to produce a range of useful chemicals.
This article provides an overview of the synthetic routes of BrPim and the various chemical reactions it undergoes in the chemical industry.
I.
BrPim Synthesis Route 1:via Bromination of N,N-Dimethylformamide
The first industrial process for the synthesis of BrPim involves the bromination of N,N-dimethylformamide using carbon tetrabromide (CTB) as the brominating agent.
The reaction takes place in the presence of a solvent such as acetonitrile, and the product can be isolated using a simple crystallization process.
II.
BrPim Synthesis Route 2:via Bromination of 2,4-Diamino-6-methylpyrimidine
Another synthetic route for BrPim involves the bromination of 2,4-diamino-6-methylpyrimidine using CTB in the presence of a base such as sodium hydroxide.
The reaction takes place in a solvent such as water or an alcohol, and the product can be isolated using filtration and washing steps.
III.
BrPim Synthesis Route 3:via N-Bromosuccinimide (NBS)
BrPim can also be synthesized via NBS as a brominating agent.
The reaction takes place in the presence of a base such as sodium hydroxide, and the product can be isolated by filtering and washing the reaction mixture.
IV.
BrPim Synthesis Route 4: via In situ Nitration and Bromination
In this process, BrPim is synthesized by in situ nitration and bromination of N,N-dimethylformamide.
The reaction takes place in the presence of a solvent such as acetonitrile and an initiator such as azoisobutyronitrile (AIBN).
V.
BrPim Synthesis Route 5: via N-Bromosuccinimide (NBS) and Hydrobromic Acid
In this process, NBS is used as a brominating agent in the presence of hydrobromic acid.
The reaction takes place in a solvent such as water, and the product can be isolated by filtration and washing the reaction mixture.
VI.
BrPim Synthesis Route 6: via Hydrazonation of 3-Methylpyrazole-5-carboxaldehyde
In this process, BrPim is synthesized by hydrazonation of 3-methylpyrazole-5-carboxaldehyde usingtrimethylphosphine and sodium hydroxide.
The reaction takes place in a solvent such as water or an alcohol, and the product can be isolated by simple crystallization.
VII.
BrPim Synthesis Route 7: via Direct Halogenation of Pyrimidine-2,4-diamine
In this process, BrPim is synthesized by direct halogenation of pyrimidine-2,4-diamine using bromine gas.
The reaction takes place in the presence of a solvent such as acetonitrile, and the product can be isolated by simple filtration and washing.
Conclusion
The synthetic routes of 6