4-Hydroxycoumarin in heterocyclic synthesis. Part III. Synthesis of some new pyrano[2,3-d]pyrimidine, 2-substitute

Farmaco. 2000 Nov-Dec;55(11-12):708-14. doi: 10.1016/s0014-827x(00)00097-5.

Abstract

The synthesis of new [1]benzopyrano[3',4':5,6]pyrano[2,3-d]pyrimidines and related heterocycles has been reported. The key intermediate 2-amino-3-cyano-4-methyl-4H,5H-pyrano[3,2-c][1]benzopyran-5-one (3) was obtained in one pot synthesis from the reaction of 4-hydroxycoumarin and acetaldehyde-malononitrile (2). The antimicrobial screening was performed for some of the synthesized compounds.

MeSH terms

  • 4-Hydroxycoumarins / chemical synthesis*
  • 4-Hydroxycoumarins / pharmacology
  • Anti-Bacterial Agents
  • Anti-Infective Agents / chemical synthesis*
  • Anti-Infective Agents / pharmacology
  • Antifungal Agents / chemical synthesis
  • Antifungal Agents / pharmacology
  • Bacteria / drug effects
  • Coumarins / chemistry*
  • Coumarins / pharmacology
  • Cyclization
  • Fungi / drug effects
  • Microbial Sensitivity Tests
  • Pyrimidines / chemistry*
  • Pyrimidines / pharmacology
  • Spectroscopy, Fourier Transform Infrared
  • Triazines / chemistry*
  • Triazines / pharmacology

Substances

  • 4-Hydroxycoumarins
  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antifungal Agents
  • Coumarins
  • Pyrimidines
  • Triazines