hot 4-Dimethylaminopyridine CAS NO.1122-58-3

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4-Dimethylaminopyridine
1122-58-3
122.17

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ProName: hot 4-Dimethylaminopyridine
CasNo: 1122-58-3
Molecular Formula: C7H10N2
Appearance: prilled
Application: A catalyst widely used in chemical syn...
DeliveryTime: 3days
PackAge: 20KG/carton
Port: shanghai
ProductionCapacity: 10 Kilogram/Week
Purity: 98%
Storage: Dry, ventilated, room temperature
Transportation: by air or by sea
LimitNum: 20 Gram
Heavy metal: 0
Grade: Industrial Grade
Sensitivity: Air Sensitive

Superiority

4-dimethylaminopyridine

Melting point 83-86 °C (lit.)

Boiling point 211 °C

Density 0.906 g/mL at 25 °C

Refractive index n20/D 1.431

Flash point 110 °C

Storage conditions Store in dark!

Solubility methanol: 50 mg/mL, clear

Form prilled

Acidity coefficient (pKa) pKa (20°): 9.7

Color off-white to yellow

PH value 11 (60g/l, H2O, 20°C)

Water solubility 76 g/L (25 oC)

Merck 14,3389

BRN 110354

Stable. Incompatible with acids, oxidizing agents.

CAS Database 1122-58-3 (CAS DataBase Reference)

NIST Chemical Information 4-Pyridinamine, N, N-dimethyl-(1122-58-3)

EPA Chemical Information 4-Pyridinamine, N, N-dimethyl-(1122-58-3)

4-dimethylaminopyridine use and synthesis

"One-pot method" synthesis of 4-dimethylaminopyridine 4-dimethylaminopyridine was synthesized in one pot by using 4-cyanopyridine, 2-vinylpyridine and dimethylamine as main raw materials. The optimum process conditions are as follows: the reactant ratio is m(4-cyanopyridine)/m(2-vinylpyridine)=1.5, and the intermediate is cleavable by refluxing with hydrazine (NaOH)=40% aqueous solution for 2 hours. The reaction yield was 87.4%. The target compound was confirmed by IR, ^1H NMR and MS.

[Author] Chen Guoguang Zhao Xin Zhang Dayong

【机构】College of Pharmaceutical and Life Science, Nanjing University of Technology, Nanjing 210009, China;College of Chemistry and Environmental Science, Nanjing Normal University, Nanjing 210097, China

Esterification Catalyst 4-Dimethylaminopyridine is a new high-efficiency catalyst widely used in chemical synthesis. It is synthesized, synthesized, alkylated, etherified and esterified in organic synthesis, pharmaceutical synthesis, pesticides, dyes, perfumes, etc. There are high catalytic abilities in many types of reactions, which have a very significant effect on improving efficiency. The acylating agent is preferably an acid anhydride when it is a catalyst, and is in the environment of an organic base. The esterification of succinic acid with a lower alcohol can be carried out in an excess of alcohol, catalyzed by sulfuric acid or a strongly acidic cation exchange resin, but without conversion, the conversion rate is affected.

Super-nucleophilic acylation catalyst --4-dimethylaminopyridine 4-dimethylaminopyridine is a new high-efficiency catalyst widely used in chemical synthesis in recent years. Its structure provides electron-donating dimethylamino and parent ring (pyridine). The resonance of the ring, which strongly activates the nitrogen atom on the ring for nucleophilic substitution, significantly catalyzes the acylation (phosphorylation, sulfonylation, carbonylation) reaction of highly sterically hindered and low-reactive alcohols and amines, and its activity It is about 104-6 times that of pyridine. High catalysis in various 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. The advantages are as follows: the amount of the catalyst is small, usually only 0.01-5% of the mole of the substrate is required to be reacted, and the acid produced by the reaction can be neutralized with an organic base or an inorganic base; the reaction condition is mild, and the reaction can be generally carried out at room temperature. Energy saving; wide choice of solvent, can be carried out in polar, non-polar organic solvents; short reaction time, long-term reaction with pyridine, and complete the reaction with DMAP in a few minutes, thus greatly improving labor productivity; High, such as sterically hindered hydroxy compounds with almost no reaction with pyridine, the yield of DMAP can reach 80-90%, which can improve the reaction yield and product quality and simplify the process; less side reactions, less odor, less waste Because of its excellent catalytic performance, DMAP is called “super catalyst” and it has become one of the most commonly used catalysts for organic synthesis workers. The domestic chemical pharmaceutical industry has successfully applied it to the production of APIs such as B-propionylspiramycin, artemisinin succinate, and statin lipid-lowering drugs, improving process conditions and achieving 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 the synthesis of PRAVASTATIN, trifluoroacetylation in TUBERCIDIN total synthesis, acetylation in the synthesis of MUGINEIC ACID and total synthesis of TERPESTACIN Benzoylation and acylation in sildenafil (VIAGAR) synthesis, in the production of pesticides, the use of DMAP to improve the yield and product purity in the synthesis of methrin, synthesis of amino groups in isocyanate There is also significant catalytic activity in the reaction of acid esters and chrysanthemum chloride to synthesize pyrethroids. In the organophosphorus synthesis of the phosphorylation reaction, the effect is quite remarkable.

Chemical properties white crystalline powder

Use 4-dimethylaminopyridine is a new type of high-efficiency catalyst widely used in chemical synthesis. It can be synthesized in many ways such as acylation, alkylation and etherification in organic synthesis, pharmaceutical synthesis, pesticides, dyes and perfumes. It has a high catalytic ability and has an extremely obvious effect on improving the yield.

Use as a strong nucleophilic acylation catalyst

Highly efficient catalyst for esterification

Use It is widely used as a catalyst for chemical synthesis, acylation, carbonylation, etherification and esterification in organic drug synthesis, pesticides, dyes, food additives, etc. 4-Dimethylaminopyridine is a new type of high-efficiency catalyst widely used in chemical synthesis in recent years. Its structure dimethylamino group and electron resonance of the parent ring (pyridine ring) can strongly activate the nitrogen atom on the ring for nucleophilic substitution. It catalyzes the acylation (phosphorylation, sulfonylation, carbonylation) reaction of highly sterically hindered, low-reactive alcohols and amines with an activity of about 104-6 times that of pyridine. High catalysis in various types of reactions such as acylation, alkylation, etherification, esterification and transesterification in organic synthesis, pharmaceutical synthesis, pesticides, pharmaceuticals, dyes, perfumes, polymer chemistry, analytical chemistry Ability, which is extremely obvious for improving yield

A highly efficient catalyst for acylation

Production method 4-Hydroxypyridine, dimethylamine hydrochloride and hexamethylphosphoric triamide were heated at 220 ° C for 4 h. The resulting solidified reaction was rinsed with water, and hydrolyzed with hydrochloric acid at 100 ° C for 1 h. After cooling to room temperature, an aqueous sodium hydroxide solution was added thereto with stirring, followed by extraction with chloroform. After the extract was dried over magnesium sulfate, the solvent was evaporated, and the residue was evaporated, evaporated, evaporated, evaporated. The yield is about 55%.

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hot 4-Dimethylaminopyridine CAS NO.1122-58-3

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