New downstream synthetic route of 3,4-Dichloropyridine

The synthetic route of 55934-00-4 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 55934-00-4, name is 3,4-Dichloropyridine, the common compound, a new synthetic route is introduced below. SDS of cas: 55934-00-4

To a solution of 2,2,6,6-tetramethylpiperidine (1.56 g, 11 mmol) in dry ether (20 mL) at 0 C was added n-BuLi (4.4 mL, 2.5 M in THF, 11 mmol) slowly. The reaction mixture was stirred at this temperature for 30 min before cooled to -78 C. A solution of 3,4-dichloropyridine (1.48 g, 10 mmol) in dry ether (5 mL) was injected via syringe to the above reaction mixture and stirred for 2 h before trimethylsilyl isothiocyanate (15 mmol) was added. After warmed to room temperature, the reaction was quenched by the addition of HOAc (2 mL) and water (10 mL), and then let to stir overnight. The suspension was filtered and washed with cold water, giving the title compound as a gray solid (686 mg, 40%). 1H-NMR (DMSO-d6, 600 MHz) delta 8.50 (d, 1H,J = 5.2 Hz, ArH), 8.12 (br s, 1H, CONH2), 7.83 (d, 1H, J = 5.2 Hz, ArH), 7.82 (br s, 1H, CONH2).

The synthetic route of 55934-00-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Wei; Ai, Jing; Shi, Dakuo; Peng, Xia; Ji, Yinchun; Liu, Jian; Geng, Meiyu; Li, Yingxia; Molecules; vol. 19; 2; (2014); p. 2655 – 2673;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 3,4-Dichloropyridine

The synthetic route of 55934-00-4 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 55934-00-4, name is 3,4-Dichloropyridine, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

General Procedure: To a 50 mL round bottom flask equipped with a stir bar were added 3,4- dichloropyridine (0.70 g, 4.73 mmol), piperazine-1-carboxylic acid tert-butyl ester (0.86 g, 4.73 mmol), copper powder (36 mg, 0.57 mmol), potassium carbonate (0.65 g, 4.73 mmol) and N,N-dimethylfbrrnamide (10 mL). The reaction mixture was stirred at 110 C overnight. The reaction mixture was cooled to room temperature, diluted with ethyl acetate (100 mL) and sequentially washed with water (50 mL), saturated aqueous sodium bicarbonate (50 mL), water (50 mL) and brine (50 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vauo. The crude residue was purified on silica gel using hexanesrethyl acetate = 80:20 to 50:50 in a gradient fashion, to give the desired product as a yellow solid (404 mg, 29 %). 1H NMR (300 MHz, CDCl3): delta 8.30 (bd, 2H), 6.74 (d, IH), 3.52 (m, 4H), 3.07 (m, 4H), 1.4 (s, 9H).

The synthetic route of 55934-00-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.; WO2007/87135; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of 3,4-Dichloropyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55934-00-4, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 55934-00-4, 3,4-Dichloropyridine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 55934-00-4, blongs to pyridine-derivatives compound. category: pyridine-derivatives

As described previously by Marzi, E. et al. (Eur. J. Org. Chem. 2001, 1371-1376), 2,2,6,6-tetramethylpiperidine (8.84 mL, 52 mmol, Aldrich) in 50 mL of ether at 0 C. was charged with n-BuLi (33 mL, 52 mmol, Aldrich, 1.6 M hexanes). After stirring at 0 C. for 30 min, the solution was cooled to -78 C. and charged with a solution of 3,4-dichloropyridine (7.0 g, 47 mmol, Matrix) in 5 mL of ether. After stirring at -78 C. for 2 h, carbon dioxide (dry ice) was bubbled into the reaction mixture via cannula at which time the solution became heterogeneous. After bubbling carbon dioxide into the reaction at -78 C. for 10 min, the cooling bath was removed and the reaction mixture was allowed to warm to rt with CO2 bubbling. The reaction was quenched with saturated aqueous ammonium chloride solution (50 mL) and stirred at rt under an atmosphere of air for 5 min. The reaction mixture was diluted with water (150 mL) and extracted with ethyl acetate (2¡Á75 mL) to remove any remaining starting material. The aqueous layer was acidified to pH 1-2 with 1N aqueous HCl solution and extracted with ethyl acetate (2¡Á100 mL). The organic phase was dried over anhydrous magnesium sulfate and concentrated in vacuo to give 3,4-dichloropicolinic acid (3.5 g, 39%) as a yellow solid. 1H NMR (DMSO-d6) delta 8.53 (d, 1H, J=5.2 Hz), 7.90 (d, 1H, J=5.2 Hz); MS (ESI+) m/z 192.08 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55934-00-4, its application will become more common.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/114033; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem