Category: 5470-18-8

5470-18-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 5470-18-8, name is 2-Chloro-3-nitropyridine, molecular formula is C5H3ClN2O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Step 1 : A mixture of 2-chloro-3-nitropyridine (5.0 g, 31.5 mmol) and aniline (5.8 mL, 63.1 mmol) was heated to 140C for 90 minutes. After cooling to ambient temperature, the mixture was diluted with water (200 mL) and extracted with three portions (50 mL each) of dichloromethane. The combined extracts were dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. The crude solids were recrystallized from isopropyl alcohol to afford 3.50 g of 3-nitro-N-phenylpyridin-2-amine.HRMS: calculated for C11H9N3O2 + H+, 216.07675; found (ESI, [M+H]+), 216.0787HPLC purity 100.0% at 210-370 nm, 9.5 minutes.; Xterra RP18, 3.5u, 150 x 4.6 mm column,1.2 mL/min, 85/15-5/95 (ammonium formate buffer pH=3.5, acetonitrile/MeOH) for 10 minutes, hold 4 minutes.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 5470-18-8, 2-Chloro-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; WYETH; WO2008/73459; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

5470-18-8 , The common heterocyclic compound, 5470-18-8, name is 2-Chloro-3-nitropyridine, molecular formula is C5H3ClN2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a solution of 3-nitro-2-chloropyridine (4.0 g, 25.2 mmol) in 15 mL 2-methoxyethanol was added methylamine (2.0 M in THF, 32 mL). The reactionwas stirred for 8 hr at 80 C in a sealed tube. After cooling to rt, the reaction mixture was evaporated to afford 15 quantitatively (3.6 g, 23.2 mmol). 1H NMR (500 MHz, CDCl3) delta 8.47 – 8.37 (m, 2H), 8.20 (s, 1H), 6.64 (dd, J = 8.3, 4.4 Hz, 1H), 3.17 (d, J = 4.8 Hz, 3H). 13C NMR (126 MHz, CDCl3) delta 156.0, 153.5, 135.4, 111.7, 28.4. HRMS (ESI+) m/z calcd for C6H8N3O2+ 154.0617, found 154.0610.

According to the analysis of related databases, 5470-18-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Pollock, Julie A.; Kim, Sung Hoon; Katzenellenbogen, John A.; Tetrahedron Letters; vol. 56; 44; (2015); p. 6097 – 6099;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem