New downstream synthetic route of 4-Chloro-3-nitropyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13091-23-1, its application will become more common.

Application of 13091-23-1, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 13091-23-1 as follows.

Ammonia (74.0 mL, 3418.64 mmol) was condensed into THF (170 mL) cooled to -78 0C under nitrogen. Potassium tert-butoxide (23.98 g, 213.67 mmol) was added as a solid and the reaction mixture warmed to -35 0C. tert-Butyl hydroperoxide (5.5 M soln. in decane) (16.32 mL, 89.74 mmol) was added dropwise to 4-chloro-3-nitropyridine (13.55 g, 85.47 mmol) in THF (200 mL) cooled to 0 0C over a period of 5 minutes under nitrogen. The resulting solution was added slowly to the other flask and the mixture stirred at -35 0C for 1.5 hours. The reaction mixture was quenched with saturated NH4CI (50 mL) and allowed to warm to room temperature overnight. The reaction mixture was concentrated in vacuo and the brown precipitate filtered and washed with cold water to yield crude product. The solid was dried overnight under vacuum to yield 4-chloro-5-nitropyridin-2-ol (14.66 g, 83.99 mmol, 98 %) as a yellow solid. 1R NMR (400 MHz, DMSO) delta 6.36 (IH, s), 8.73 (IH, s). m/z 173 (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,13091-23-1, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/24821; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem