
%0 Journal Article
%A Lahey, FN 
%A Lamberton, JA 
%A Price, JR 
%T Alkaloids of the Australian Rutaceae. The Structure and Reactions of Acronycidine
%J Australian Journal of Chemistry
%D 1950/03/01
%V 3
%N 1
%P 155-171
%K 
%R https://doi.org/10.1071/CH9500155
%U https://www.publish.csiro.au/paper/CH9500155 
%X Acronycidine, C15H15O5N, is shown to be 4,6,7,8-tetramethoxyfurano-(2', 3'-2, 3)-quinoline (VI). It has been degraded to 2,4,5-trimethoxybenzoic acid by a series of reactions, one of which involves the conversion of 3-nitroso-5,7,8-trimethoxy-2,4-dihydroxyquinoline to 4,6,7-trimethoxyisatin by heating with mineral acid. This process appears to be of general application for the conversion of 2,4-dihydroxyquinolines to isatins. Acronycidine readily undergoes oxidative demethylation with either nitric or nitrous acid giving a 1,4-quinone. Quinones are likewise formed from several acronycidine derivatives. 
