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3-Bromo-2-methoxypyridine is an important intermediate in the synthesis of various chemicals and pharmaceuticals.
It is used as a building block for the synthesis of compounds such as antibiotics, anti-inflammatory drugs, and anti-cancer agents.
The following are some of the synthetic routes to 3-bromo-2-methoxypyridine:
- Direct halogenation of 2-methoxybenzaldehyde
2-methoxybenzaldehyde can be directly halogenated using a halogen such as bromine or chlorine in the presence of a solvent such as acetone or dichloromethane.
The reaction is exothermic and should be conducted with caution.
The use of a Lewis acid catalyst such as aluminum chloride can increase the efficiency of the reaction.
The reaction is as follows:
2-methoxybenzaldehyde + Br2 --> 3-bromo-2-methoxypyridine
- nucleophilic substitution reaction using potassium permanganate
3-bromo-2-methoxybenzaldehyde can be synthesized by treating 2-methoxybenzaldehyde with potassium permanganate in the presence of a solvent such as water or methanol.
The reaction is exothermic and should be conducted with caution.
The use of a catalyst such as sodium hydroxide can increase the efficiency of the reaction.
The reaction is as follows:
2-methoxybenzaldehyde + KMnO4 + H2O --> 3-bromo-2-methoxypyridine
- Electrophilic substitution reaction using HBr
3-bromo-2-methoxypyridine can be synthesized by treating 2-methoxybenzaldehyde with HBr in the presence of a solvent such as acetone or dichloromethane.
The reaction is exothermic and should be conducted with caution.
The use of a catalyst such as ferric chloride can increase the efficiency of the reaction.
The reaction is as follows:
2-methoxybenzaldehyde + HBr --> 3-bromo-2-methoxypyridine
- Reductive nitration of 2-methoxybenzaldehyde
3-bromo-2-methoxypyridine can be synthesized by treating 2-methoxybenzaldehyde with nitric acid in the presence of a solvent such as acetonitrile or dichloromethane.
The reaction is exothermic and should be conducted with caution.
The use of a catalyst such as platinum oxide can increase the efficiency of the reaction.
The reaction is as follows:
2-methoxybenzaldehyde + 4HNO3 + 2H2O --> 3-bromo-2-methoxypyridine
In conclusion, 3-bromo-2-methoxypyridine can be synthesized by several methods, including direct halogenation, nucleophilic substitution, electrophilic substitution, and reductive nitration.
The method used will depend on the specific requirements of the synthesis and the available reagents and equipment.