82202-35-5Relevant articles and documents
Formation of N-Substituted Trichloroacetamides from Amines and Hexachloroacetone
Bew, Clive,Joshi, Virginia Otero de,Gray, Jim,Kaye, Perry T.,Meakins, G. Denis
, p. 945 - 948 (2007/10/02)
Procedures are described for converting primary amines into their well-crystalline trichloroacetyl-derivatives by treatment with hexachloroacetone under mild conditions.Although secondary aromatic N-methylamines are unaffected by hexachloroacetone, saturated heterocyclic amines react vigorously.A mechanistic study using 2-amino-4-t-butylthiazole showed that the reaction is first order in hexachloroacetone, second order in amine, and base-catalysed; there is no appreciable kinetic isotope (H/D) effect nor accumulation of intermediates during the reaction.A sequence which accommodates these results is suggested.