N. Nishiwaki et al., FACILE SYNTHESIS OF FUNCTIONALIZED NITROENAMINES .3. AMINOLYSIS OF 1-METHYL-5-NITROPYRIMIDIN-2(1H)-ONE, Bulletin of the Chemical Society of Japan, 69(7), 1996, pp. 1997-2002
The aminolysis of 1-methyl-5-nitropyrimidin-2(1H)-one furnished diimin
es of nitromalonaldehyde in good yields. One of the imino groups of th
e diimines was readily hydrolyzed on silica gel to give nitroenamines
possessing a formyl group. These reagents behaved as the synthetic equ
ivalent of unstable nitromalonaldehyde, affording azaheterocycles upon
a treatment with hydrazines or diamines.