An Improvement of theN-Arylation of Amides; Application to the Synthesis of Substituted 3-(N-Acetyl-N-phenylamino)-pyridines

All articles of this category In the presence of catalytic quantities of tris(3,6-dioxaheptyl)amine (TDA-1) and of copper(I) chloride, with azeotropic separation of the reaction water, the N -arylation of carboxamides has been simplified and can now be performed under rather mild conditions, using substituted bromobenzenes as arylating agents in quasi-stoichiometric quantities in boiling xylene, or using chlorobenzenes as arylating agents and as reaction solvents at reflux. The general applicability of the reaction to the preparation of various diarylamines is demonstrated.