
%0 Journal Article
%A Badger, GM 
%A Ennis, BC 
%A Matthews, WE 
%T Studies on the Doebner-Miller, Skraup, and Related Reactions. II. Preparation and Cyclization of 4-(2'-Nitroanilino)-3-methylbutan-2-one
%J Australian Journal of Chemistry
%D 1963/10/01
%V 16
%N 5
%P 828-832
%K 
%R https://doi.org/10.1071/CH9630828
%U https://www.publish.csiro.au/paper/CH9630828 
%X The intermediate adduct (e.g. III) formed in Skraup and Doebner-Miller reactions has the nature of a Mannich base. It has now been prepared from o-nitroaniline, formaldehyde, and methyl ethyl ketone by the Mannich reaction. It has been cyclized to 3,4-dimethyl-8-nitroquinoline under acidic oxidizing conditions; but it is not cyclized by neutral oxidants, nor by non-oxidizing acids or Lewis acids. 
