A novel hydrazine-transfer reaction to a saturated carbon: direct conversion of substituted acetophenone and aliphatic ketone 4-nitrophenylhydrazones into 1,2- bis-hydrazones. Reactions of mercury(II) acetate with nitrogen compounds. Part 6

Abstract

Treatment of a series of substituted acetophenone 4-nitrophenylhydrazones with mercury(II) acetate in acetic acid gave the corresponding substituted phenylglyoxal bis-(4-nitrophenylhydrazones) in varying yields. Similar reactions involving hydrazine-transfers to methyl groups were observed with the 4-nitrophenylhydrazones of acetone, propiophenone, methyl ethyl ketone, methyl benzyl ketone, and also with the 2,4-dinitrophenylhydrazones of acetone and acetophenone. Substituent influences on product distribution and a possible mechanism are discussed.