New Reaction Products of Acetylacetone with Semicarbazide Derivatives

A new approach is
suggested herein for the synthesis of pyrazole
derivatives by reacting 4-nitrosemicarbazide with acetylacetone. Additional
studies were done on the reaction of acetylacetone with semicarbazide
and its derivatives (4-aminosemicarbazide, methylsemicarbazide, and
dimethylsemicarbazide). The study on the reaction with acetylacetone
resulted in monocyclic 3,5-dimethyl-N-nitropyrazole-1-carboxamide,
monocyclic 5-hydroxy-3,5-dimethyl-2-pyrazoline, and bicyclic bis(3,5-dimethylpyrazole-1-carbonyl)­hydrazine, and conditions
for the formation of acetone semicarbazone were identified. The structures
of the resultant compounds were validated by physicochemical analytical
methods, including X-ray diffraction. The computer-aided screening
in the PASS prediction software discovered a high biological activity
of the newly obtained compounds.