Synthesis of N-substituted acridinediones and polyhydroquinoline derivatives in refluxing water

Molecules. 2012 May 7;17(5):5339-45. doi: 10.3390/molecules17055339.

Abstract

Acridinediones were synthesized by the one-pot Hantzsch condensation of an aromatic aldehyde, 5,5-dimethyl-1,3-cyclohexanedione, and aniline/4-methylaniline in refluxing water. This method has then been extended to the four-component reaction of an aromatic aldehyde, 5,5-dimethyl-1,3-cyclohexanedione, ethyl acetoacetate and ammonium acetate for the synthesis of polyhydroquinoline derivatives. This is an environmentally friendly and efficient procedure providing good to excellent yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetates / chemistry
  • Acetoacetates / chemistry
  • Acridines / chemical synthesis*
  • Aldehydes / chemistry*
  • Aniline Compounds / chemistry*
  • Catalysis
  • Cyclohexanones / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Quinolines / chemical synthesis*
  • Water / chemistry*

Substances

  • Acetates
  • Acetoacetates
  • Acridines
  • Aldehydes
  • Aniline Compounds
  • Cyclohexanones
  • Quinolines
  • Water
  • ethyl acetoacetate
  • ammonium acetate
  • methylaniline