Extracurricular laboratory: Synthetic route of 6-Aminonicotinic acid

The synthetic route of 3167-49-5 has been constantly updated, and we look forward to future research findings.

Reference of 3167-49-5 , The common heterocyclic compound, 3167-49-5, name is 6-Aminonicotinic acid, molecular formula is C6H6N2O2, 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.

Reference Example 190 6-Amino-5-bromopyridine-3-carboxylic acid To a stirred solution of 6-aminonicotinic acid (13.8 g, 0.1 mole) in glacial acetic acid (100 ml), bromine (16 g, 5 ml, 0.1 mole) in acetic acid (20 ml) is added slowly. The reaction mixture is stirred for 8 hours at room temperature and the acetic acid is removed under reduced pressure. The yellow solid residue is dissolved in water and carefully neutralized with 30% NH4 OH. The separated solid is filtered and washed with water to give 18 g of solid; mass spectrum: 218 (M+).

The synthetic route of 3167-49-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US5719278; (1998); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 3167-49-5

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3167-49-5, 6-Aminonicotinic acid, and friends who are interested can also refer to it.

Synthetic Route of 3167-49-5, 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. 3167-49-5, name is 6-Aminonicotinic acid. A new synthetic method of this compound is introduced below.

[1148] A mixture of bromoacetaldehyde diethylacetal (8.0 ml, 52.5 mmol), H2O (60 ml), and conc. HCl (2.6 ml) is heated to 90 C. with an oil bath for 2 h. 6-aminonicotinic acid (2.5 g, 18.1 mmol) and sodium bicarbonate (4.3 g, 50.7 mmol) are added to the solution at rt, followed by heating the resulting mixture to 60 C. with an oil bath for 30 min. Upon cooling to rt a white ppt. is formed. The resulting off white solid is recrystallized from H2O/EtOH/Et2O to afford white crystals (2.3 g, 10.6 mmol, 59%) for imidazo[1,2-a]pyridine-6-carboxylic acid. HRMS (FAB) calcd for C8H6N2O2+H 163.0508, found 163.0492.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3167-49-5, 6-Aminonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; Rogers, Bruce N.; Piotrowski, David W.; Walker, Daniel Patrick; Jacobsen, Eric Jon; Acker, Brad A.; Wishka, Donn G.; Groppi JR., Vincent E.; US2003/236264; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem