Abstract
The reaction of N-methyl-N′-nitroguanidine with 3-methyl-4-nitroimino-tetrahydro-1,3,5-oxadiazine is a Mannich-type reaction. The reaction was catalyzed by several organic and inorganic bases at different reaction times and temperatures. Three inorganic base catalysts [potassium carbonate (K2CO3), sodium hydrogen carbonate (NaHCO3), and sodium hydroxide (NaOH)] and several organic bases (methylamine, ethamine, iso-propylamine, and n-butylamine) have been studied. The results showed that both the inorganic and organic base catalysts can be used as catalysts, with the organic bases performing better. N-Methyl-N′-nitroguanidine reacts to give the title compound 2 and is catalyzed by both acids and bases. The intensity of inorganic base catalysts, reaction temperature, and reaction time had significant effects on the products.
GRAPHICAL ABSTRACT
ACKNOWLEDGMENT
We are grateful to the “Nonprofit Industry-Specific (Agriculture)” Technology Support Project of China (No. 200903054) for financial support.
Notes
a Both compounds 3a and 2 were detected.
b Only compound 3a was detected.
a Both compounds 3a and 2 were detected.
b Only compound 3a was detected.
a Yield of isolated compound 3a.
b Yield of isolated compound 2.
c Yield of isolated compound 3.