
%0 Journal Article
%A Harris, RLN 
%A Oswald, LT 
%T The addition of dithiocarbamic acids to p-benzoquinone
%J Australian Journal of Chemistry
%D 1974/06/01
%V 27
%N 6
%P 1309-1316
%K 
%R https://doi.org/10.1071/CH9741309
%U https://www.publish.csiro.au/paper/CH9741309 
%X Dithiocarbamic acids readily add to p-benzoquinone under carefully controlled conditions to give 2,5-dihydroxyphenyl dithiocarbamates (5a-f) in good yield. Oxidation of these esters with bromine in chloroform gives 1,3-benzodithioliminium salts (6), whereas oxidation with bromine in methanol gives 5-hydroxy-1,3-benzoxathioliminium salts (7). N,N-Disubstituted 1,3-benzodithioliminium salts (6a,b) give stable coloured free bases formulated as zwitterions (8a,b). Further transformations of these products are described. 
