4-Dimethylaminopyridine is a versatile hypernucleophilic acylation catalyst, it is used to improve the yield, reduce the reaction time, improving relaxation process conditions. Widely used in perfumes, dyes, pigments, pesticides, pharmaceuticals and polymer compounds and other fields. Also used as a catalyst for the synthesis of polyurethane, a curing agent and a blowing catalyst.
DMAP is a useful highly basic nucleophilic catalyst for a variety of reactions such as esterifications with anhydrides, the Baylis-Hillman reaction, hydrosilylations, tritylation, the Steglich rearrangement.
Recrystallise DMAP from toluene [Sadownik et al. J Am Chem Soc 108 7789 1986]. [Beilstein 22 V 112.] § A polystyrene supported version (PS-DMAP) is commercially available.
White crystalline powder. The resonance between the electron-providing two-amino group and pyridine ring can strongly stimulate nucleophilic substitution of nitrogen atoms on the ring; this dramatically stimulates the acylation (phosphorylation, sulfonation, acylation) of alcohols and amines of high resistance and low reactivity, with activity at 104-6 times that of pyridine. Additionally, 4-Dimethylaminopyridine can be used as a phase transfer catalyst in interface reactions, with the following advantages: a small amount of catalyst a required, usually only 0.01-5% of the molar number of the reaction substrate; the acid produced by the reaction can be neutralized using organic or inorganic bases; reaction conditions are mild and can take place in room temperature, thus conserving energy resources; a wide variety of solvents can be used, as reactions can take place in both polar and non-polar solvents; the reaction time is minutes-short, while pyridine reactions are long, thus largely increasing production yield; it has a high yield, when reacted with sterically hindered hydroxyl compounds, which pyridine does not react with, 4-Dimethylaminopyridine has a yield of 80-90%, thus increasing reaction yield and product quality and simplifying production; it has few negative side effects, with minimal odor and waste.
A highly efficient catalyst for acylation reactions.
4-Dimethylaminopyridine is widely used in chemical syntheses as a new and highly efficient acylation and esterification catalyst. It has a high catalyzing effect in acylation, alkylation and etherification reactions in organic syntheses, drug, pesticide, dye and fragrance production, polymer chemistry, and analytical chemistry; it has a significant effect in increasing yield. 4-Dimethylaminopyridine has been successful implemented in the production of pharmaceutical ingredients such as b (c) spiramycin, succinate, and statins, improving production conditions and creating positive economic and social benefits. Additionally, it is also widely used in the synthesis of complex natural products, such as: acylation in the total synthesis of pravastatin, three-fluorine acylation in the total synthesis of tubercidin, acylation in the total synthesis of mugineic acid, benzoyl acylation in the total synthesis of terpestacin, and acylation in the total synthesis of viagar. In pesticide production, using 4-dimethylaminopyridine in tetramethrin synthesis increases yield and product purity. It also has significant catalyzing effects in synthesis of carbamates by isocyanates and synthesis of pyrethrin by acyl chloride. It also has significant effects in the synthesis of organophosphorus compounds in phosphoryl reactions.
A highly fluorescent adenosine analogue, which in a dimethoxytrityl, phosphoramidite protected form, can be site-specifically inserted into oligonucleotides through a 3?5?phosphodiester linkage using an automated DNA synthesizer
In a wide variety of organic syntheses as a catalyst.