Abstract

N,N-Dialkylcarboxamides react with halogens in the absence of water to form complexes which are likely to have an ionic structure with the Hlg+ ion coordinated at the carbonyl oxygen atom. These products can be isolated as individual compounds. Complexes with bromine undergo further transformations to afford bis-dialkylamide hydrogen tribromide and the corresponding α-bromo amide. When the reaction is carried out in the presence of water, the products are only bis-dialkylamide hydrogen tribromides; here, the N-alkyl groups act as a source of protons.

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