Large-scale solvent-free chlorination of hydroxy-pyrimidines, -pyridines, -pyrazines and -amides using equimolar POCl₃

Molecules. 2012 Apr 16;17(4):4533-44. doi: 10.3390/molecules17044533.

Abstract

Chlorination with equimolar POCl₃ can be efficiently achieved not only for hydroxypyrimidines, but also for many other substrates such as 2-hydroxy-pyridines, -quinoxalines, or even -amides. The procedure is solvent-free and involves heating in a sealed reactor at high temperatures using one equivalent of pyridine as base. It is suitable for large scale (multigram) batch preparations.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry*
  • Halogenation
  • Phosphorus Compounds / chemistry*
  • Pyridines / chemistry*
  • Pyrimidines / chemistry*
  • Solvents*
  • Temperature

Substances

  • Amides
  • Phosphorus Compounds
  • Pyridines
  • Pyrimidines
  • Solvents
  • phosphoryl chloride