Year: 2011
Type: article
Abstract: Chloropyrimidines and other N-containing aromatic heterocyclic analogues can be efficiently prepared from the corresponding hydroxylated precursors under solvent-free or low-solvent conditions with equimolar or less chlorinating reagents.This high-yielding protocol reported by the Sun group (J.Org.Chem.2011, 76, 4149) allows the preparation of multigram and kilogram batches of these important synthetic intermediates.Reasonable to very good yields were obtained for many different kind of starting materials, at tens of grams to 12-kg scales.The workup and purification process also limited the use of solvents, therefore making this procedure more friendly to the environment and suitable for routine production of a variety of important chlorinated synthetic intermediates with pyrimidine and analogous moieties.Details from an experiment conducted at 12-kg scale are provided.
DOI: 10.1021/op200150j
Authors: Mark McLaughlin, Ian Wilson, Patrick Delaney, Wenyi Zhao, Andrei Zlota, Trevor Laird
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: bronze
OpenAlex ID: W4250802155