
%0 Journal Article
%A Healey, K 
%A Calder, IC 
%T The Synthesis and Reactions of N-Hydroxyparacetamol (N,4'-Dihydroxyacetanilide)
%J Australian Journal of Chemistry
%D 1979/06/01
%V 32
%N 6
%P 1307-1316
%K 
%R https://doi.org/10.1071/CH9791307
%U https://www.publish.csiro.au/paper/CH9791307 
%X The synthesis of N-hydroxyparacetamol (N,4'-dihydroxyacetanilide) is reported where a copper complex of the hydroxamic acids as a protecting group is used. It has been shown to decompose between pH 7 and 12 to give products which are derived from N-acetyl-p-benzoquinone imine.3'-Substituted 4'-hydroxyacetanilides are formed when a nucieophile is present. The properties of N-hydroxyparacetamol are consistent with it being the toxic, reactive intermediate involved in the hepatoxicity of paracetamol. 
