Electric Literature of 13091-23-1, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 13091-23-1, name is 4-Chloro-3-nitropyridine. A new synthetic method of this compound is introduced below.
Ammonia gas (100 mL) was condensed into THF (300 mL) at -78C in a cardice/acetone bath. Potassium tert- butoxide (395 mmol, 44.25 g) was then added portion-wise with stirring. After 5 minutes, the cardice bath was lowered so only the bottom quarter of the flask was immersed and stirring was continued for a further 20 minutes. Concurrently, tert-butyl hydroperoxide (158 mmol, 26.3 mL) was added to a suspension of 4-chloro-3- nitropyridine (158 mmol, 25 g) in THF (100 mL) cooled in an ice/water bath. This mixture was stirred for 45 minutes then transferred to a dropping funnel and added drop-wise over 1.25 hours to the ammonia solution (0797) prepared above. The mixture was stirred for a further 3 hours then saturated aqueous ammonium chloride solution (35 mL) was added carefully. The mixture was allowed to warm to room temperature overnight allowing the ammonia to vent to atmosphere. The solvents were then removed under reduced pressure and the residue triturated with ice-cold saturated aqueous ammonium chloride solution (50 mL) . The resulting solid was collected by filtration, washed with ice-cold water (2 x 50 mL) then dried under suction prior to further drying by azeotroping with toluene (5 x 100 mL) then in a vacuum oven at 40C overnight to give the title compound as a brown solid (24.96 g, 90%) .
At the same time, in my other blogs, there are other synthetic methods of this type of compound,13091-23-1, 4-Chloro-3-nitropyridine, and friends who are interested can also refer to it.
Reference:
Patent; ONO PHARMACEUTICAL CO., LTD.; SAITO, Tetsuji; HIGASHINO, Masato; KAWAHARADA, Soichi; LEWIS, Arwel; CHAMBERS, Mark Stuart; RAE, Alastair; HIRST, Kim Louise; HARTLEY, Charles David; WO2015/115673; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem