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The production process of 6-(Trifluoromethyl)pyridazine-3-carbaldehyde, also known as 2-trifluoromethyl-5-nitro-pyridine-3-carbaldehyde, is a complex and multi-step process that involves several chemical reactions and purification steps.
The compound is a yellow or orange-yellow solid with a strong, unpleasant smell and is primarily used as an intermediate in the production of agrichemicals and pharmaceuticals.
The production process of 6-(Trifluoromethyl)pyridazine-3-carbaldehyde can be divided into several steps, including:
- Synthesis of 2,6-dibromopyridine
The first step in the production process of 6-(Trifluoromethyl)pyridazine-3-carbaldehyde is the synthesis of 2,6-dibromopyridine, which is obtained by reacting pyridine with bromine in the presence of a solvent such as dichloromethane.
The reaction is exothermic and requires careful monitoring to avoid overheating.
The resulting product is a yellow solid that is recrystallized to purify it. - Nitration of 2,6-dibromopyridine
The next step is the nitration of 2,6-dibromopyridine, which is done by treating the solid with nitrating acid, such as fuming nitric acid.
This reaction requires careful handling and purification to prevent the formation of unwanted byproducts.
The resulting product is a yellow solid that is recrystallized to remove any impurities. - Reduction of 2,6-dinitropyridine
The next step is the reduction of 2,6-dinitropyridine, which is done by treating the solid with a reducing agent such as tin(II) chloride in the presence of a solvent such as ether.
This reaction requires careful monitoring to avoid overheating, as it can lead to unwanted side reactions.
The resulting product is a yellow solid that is recrystallized to purify it. - Condensation of 2-nitro-6-bromopyridine with 2-fluoro-5-nitro-benzaldehyde
The next step is the condensation of 2-nitro-6-bromopyridine with 2-fluoro-5-nitro-benzaldehyde in the presence of a condensing agent such as dicyclohexylcarbodiimide (DCC) and hydroxybenzotriazole (HOBT) in a solvent such as dimethylformamide (DMF).
This reaction requires careful optimization to ensure the formation of the desired product.
The resulting product is a yellow solid that is recrystallized to purify it. - Hydrolysis of the intermediate
The final step is the hydrolysis of the intermediate, which is done by treating the solid with water in the presence of a catalyst such as sodium hydroxide.
This step is necessary to remove any traces of the DCC and HOBT catalysts.
The resulting product is a yellow or orange-yellow solid that is recrystallized to purify it.
Overall, the production process of 6-(Trifluoromethyl)pyridazine-3-carbaldehyde is a complex and multi-step process that involves several chemical reactions and purification steps.
The compound is primarily used as an intermediate in the production of agrichemicals and pharmaceuticals, and its unique properties make it a valuable building block for a variety of chemical products.
The production process must be carefully optimized and controlled to ensure the formation of a pure and consistent product, and constant monitoring and optimization are necessary to ensure efficient and cost-effective production.