Reactivity of the low-nucleophilic N-dinitromethyl carbanion center in polynitromethylazoles

Reactivity of N-dinitromethylazoles possessing extremely high CH acidity (pK(a) - 1.75-0) was investigated in Michael, Henry and alkylation reactions. N-Dinitromethylazole K-salts and hexamethylenetetramine under acidic conditions yield bis-Mannich bases (86-100%) whose secondary amine moiety can be N-nitrated with HNO3-H2SO4 system.