Revisiting dimerization of acetoacetamide leading to 4,6-dimethyl-2-pyridone-5-carboxamide

J Oleo Sci. 2014;63(9):939-42. doi: 10.5650/jos.ess14004. Epub 2014 Aug 5.

Abstract

A commercially purchased acetoacetamide was found to dimerize during storage for several months to afford 4,6-dimethyl-2-pyridone-5-carboxamide. We successfully achieved the quantitative dimerization of acetoacetamide by using an acid catalyst. It was also found that the pyridone formed served as a self-catalyst of the dimerization.

MeSH terms

  • Acetamides / chemistry*
  • Catalysis
  • Niacinamide / analogs & derivatives*
  • Niacinamide / chemical synthesis
  • Niacinamide / chemistry
  • Polymerization
  • Pyridones / chemical synthesis*
  • Pyridones / chemistry*
  • Time Factors

Substances

  • Acetamides
  • Pyridones
  • Niacinamide
  • acetamide