Preparation and Utility of Trihaloethyl Imidates: Useful Reagents for the Synthesis of Amidines

摘要

2,2,2-Trifluoro- and trichloroethyl imidates, which are easily prepared by reaction of a nitrile and a trihaloethanol in the presence of HCI, have proven to be excellent reagents for the preparation of amidines under mild reaction conditions. Depending on the nature of the amine nucleophile, the imidates can react either as the free-base or the hydrochloride salt in a telescoped pro cess. In several cases, the p-bromobenzoate salt of the desired product was directly isolated from the reaction mixture.