3aminopyridine

3-Aminopyridine, also known as m-aminopyridine, is an organic compound with the formula C5H6N2. It comprises a pyridine ring substituted at the 3-position by an amino group (NH2). It is one of three monoaminated pyridines (the isomers are 2-, 3-, and 4-aminopyridine). The molecule contains a pyridine nitrogen that can accept a proton and an amino group that can donate a pair of electrons, making it a potential bidentate ligand in metal complexes.

Preparation and occurrence: It is typically prepared by catalytic hydrogenation of 3-nitropyridine, or by nucleophilic substitution of 3-halopyridines with ammonia, or by reduction of corresponding nitro or nitroso precursors.

Applications: It serves as a versatile building block in organic synthesis, used to prepare dyes, pharmaceuticals, and agrochemicals. In coordination chemistry, it can function as a ligand for transition metals, aiding in the synthesis of coordination compounds and catalysts.

Safety: Like other amines, it can be irritating to skin and eyes and should be handled with appropriate protective equipment and in a well-ventilated area.

See also: Other aminopyridine isomers such as 2- and 4-aminopyridine.