methyl 5-nitronicotinate synthesis

Yield:30766-27-9 51%

Reaction Conditions:

with silver nitrate in water at 80;

Steps:

4.2. General procedure for the synthesis of compounds 3a-d

General procedure: An appropriate 2-hydrazinopyridine (10 mmol) was added to a solution of silver nitrate (5.1 g, 30 mmol) in distilled water (100 mL). The suspension was heated to 80 °C with vigorous stirring to prevent excessive foaming. After the evolution of nitrogen ceased, the reaction mixture was heated additionally for 1-2h until the starting compound was completely consumed (TLC). A precipitate of metallic silver was filtered off and washed with chloroform. The filtrate was extracted with chloroform, combined extracts were washed with brine, dried over anhydrous Na2SO4 and evaporated. Traces of colored impurities, if present, can be removed from chloroform solution by shaking with activated charcoal.

References:

Bastrakov, Maxim A.;Nikol'skiy, Vladislav V.;Starosotnikov, Alexey M.;Fedyanin, Ivan V.;Shevelev, Svyatoslav A.;Knyazev, Daniil A. [Tetrahedron,2019,vol. 75,# 47,art. no. 130659]