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The main use of 4-dimethylaminopyridine

Nov. 13, 2019

4-Dimethylaminopyridine is a new and highly efficient catalyst widely used in chemical synthesis and has a wide range of applications. The following is a detailed introduction.

4-dimethylaminopyridine is a new type of high-efficiency catalyst widely used in chemical synthesis in recent years. Its structure dimethylamino group with electrons resonates with the parent ring (pyridine ring), and can strongly activate the nitrogen atom on the ring for nucleophilic substitution. It catalyzes the acylation (phosphorylation, sulfonylation, carbonylation) of highly sterically hindered, low-reactive alcohols and amines with an activity of about 10,000 to a million times that of pyridine.

High catalysis in many types of reactions such as acylation, alkylation, etherification, esterification and transesterification in organic synthesis, pharmaceutical synthesis, pesticides, pharmaceuticals, dyes, perfumes, polymer chemistry, analytical chemistry The ability has an extremely significant effect on the improvement of the yield, and can also be used as a phase transfer catalyst for the interfacial reaction.

Its advantages are manifested in:

The amount of the catalyst is small, usually only 0.01 to 5% of the mole of the substrate is required, and the acid produced by the reaction can be neutralized with an organic base or an inorganic base;

The reaction conditions are mild, and the reaction can be carried out at room temperature to save energy; the solvent is selected in a wide range, and can be carried out in polar or non-polar organic solvents;

The reaction time is short, the reaction is carried out with pyridine for a long time, and the reaction is completed in a few minutes with DMAP, thereby greatly improving the labor productivity;

The yield is high, such as a sterically hindered hydroxy compound which is hardly reacted with pyridine, and the yield of DMAP can be 80-90%, thereby improving the reaction yield and product quality and simplifying the process;

Less side reactions, less odor, less waste; due to the excellent catalytic performance of DMAP, known as "super catalyst", it has become one of the most commonly used catalysts for organic synthesis workers.

Many chemical and pharmaceutical industries have successfully applied it to the production of APIs such as B-propionylspiramycin, artemisinin succinate, and statins, which have improved process conditions and achieved good economic and social benefits. benefit.

In addition, it is also widely used in the full (semi) synthesis of complex natural products, such as:

Acetylation in PRAVASTATIN total synthesis, trifluoroacetylation in TUBERCIDIN total synthesis, acetylation in MUGINEIC ACID synthesis and benzoylation in TERPESTACIN total synthesis, and acyl in sildenafil (VIAGAR) total synthesis And so on.

In the production of pesticides, the use of DMAP in the synthesis of methrin to increase the yield and product purity, and also in the reaction of isocyanate synthesis of carbamate, chrysanthemum chloride synthesis of pyrethroids also have significant catalytic activity.

In the synthesis of organophosphorus in the phosphorylation reaction, the effect is quite remarkable.

The above is a brief introduction to the application of 4-dimethylaminopyridine by haihang industry. If you have any need for 4-dimethylaminopyridine, please contact us.

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