2-Pyridone

• 2- pyridinol
• 2 -hydroxypyridine
• 2- pyridinone

Beige crystals with musty odor

Fixed

1.39 g · cm -3

104-107 ° C

279-281 ° C

In water: 450 g · l-1

Risk

124 mg · kg -1 ( LD50, rat, oral)

Template: Infobox chemical / molecular formula search available

2- pyridone is a chemical compound from the group of nitrogen-containing heterocycles. Its structure is derived from that of pyridine. 2- pyridone belongs to the group of lactams, however, is in a tautomeric equilibrium with its lactim 2 -hydroxypyridine ( lactam lactim tautomerism ).

Production and representation

2- pyridone can be obtained by reaction of 2 -pyrone with ammonia, but there are other possibilities, for example, the synthesis of pyridine or Guareschi - Thorpe known condensation.

Properties

2- pyridone is a solid, which is in equilibrium with its tautomeric form (2- hydroxypyridine ) at room temperature.

The position of the equilibrium is dependent on the polarity of the solvent. In polar solvents such as water, the equilibrium is almost entirely due to the 2- pyridone side, while in non-polar solvents, preferably, the 2 -hydroxypyridine is present. In the gas phase the compound is predominantly in the lactim.

2- pyridone dimers formed by linking two molecules over relatively strong hydrogen bonds.

The dimeric structure is also present in the crystal. The dimer is similar to that occurring in the DNA base pair adenine - thymine.

Use

2- pyridone, is used as an intermediate, catalyst or ligand for the preparation of drugs such as ciclopirox, levetiracetam and Amphenidon.