10222-79-4Relevant academic research and scientific papers
Reactions of β-aminoenones with acetylhydrazine, semicarbazide and methoxycarbonylhydrazine. Synthesis of 1-acetyl-, 1-carboxamide- or methyl 1- carboxylated pyrazole derivatives
Alberola, Angel,Calvo, Luis,Ortega, Alfonso Gonzalez,Sadaba, M. Luisa,Sanudo, M. Carmen,Granda, Santiago Garcia,Rodriguez, Elena Garcia
, p. 2675 - 2686 (2007/10/03)
Acetylhydrazine, semicarbazide and methoxycarbonylhydrazine react with β-aminoenones to give regioselectively the corresponding N-acetyl- or N- carboxypyrazole derivatives. The reaction are highly regioselective and occurs via 5-hydroxypyrazolines which in several case can be isolated and characterized.
ORGANIC REACTIONS IN THE AQUEOUS MEDIUM Part VI. Synthesis of Substituted Pyrazoles and Pyrazolones
Ali, Sh. Shaukat,Ashraf, C. M.,Younas, M.,Ehsan, A.
, p. 502 - 510 (2007/10/02)
The reactions of semicarbazide hydrochloride and hydrazine monohydrate with ethyl acetoacetate, acetylacetone, benzoylacetone and dibenzoylmethane leading to the formation of pyrazole and pyrazolone derivatives have been intensively studied in the aqueous as well as in the nonaqueous medium under various sets of conditions. This has resulted in the development of simple and convenient methods for the synthesis of pure ethyl acetoacetate semicarbazone (I), 3-methylpyrazol-5-one-1-carboxamide (II), 3-methylpyrazol-5-one (III), 3,5-dimethylpyrazol-1-carboxamide (V), 3,5-dimethylpyrazole (VI), 3-phenyl-5-methylpyrazole-1-carboxamide (VII), 3-phenyl-5-methylpyrazole (VIII) and 3,5-diphenylpyrazole (IX). It has been suggested that the reaction of semicarbazide hydrochloride with β-diketo compounds proceeds through four stages. A reaction scheme has been proposed to explain the formation of different products. Key words.Synthesis, Pyrazole and Pyrazolone derivatives.
