13892-44-9

Upstream product

• 569-37-9 ethyl 3-oxo-2-benzoylbutanoate 
• 100-63-0 phenylhydrazine 
• 110422-10-1 3-amino-2-(α-phenylimino-benzyl)-crotonic acid ethyl ester 
• 111502-02-4 3-amino-2-(α-o-tolylimino-benzyl)-crotonic acid ethyl ester 
• 141-97-9 ethyl acetoacetate 
• 579-45-3 N-benzoyl-N-phenylhydrazine 
• 60868-42-0 ethyl 3-phenyl-2-(1-ethoxyethylidene)-3-oxopropanoate 
• 1147763-95-8 C₁₃H₁₅NO₃ 
• 3556-76-1 ethyl (2Z)-3-phenyl-3-(phenylamino)prop-2-enoate 
• 75-05-8 acetonitrile 
• 620-80-4 ethyl 2-benzylidene acetoacetate 
• 59-88-1 phenylhydrazine hydrochloride 
• 100-52-7 benzaldehyde 

Relevant academic research and scientific papers

Design, synthesis and spectroscopic and crystallographic characterisation of novel functionalized pyrazole derivatives: biological evaluation for their cytotoxic, angiogenic and antioxidant activities

Abstract: The current study presents the synthesis of functionalized pyrazoles (18–29) through 3 + 2 annulation reaction of ethyl 2-(arylidene)-3-oxobutanoates (8–13) with phenylhydrazine hydrochlorides (14–17) in acetic acid under reflux conditions. Stru

PYRAZOLE SYNTHESIS BY COUPLING OF CARBOXYLIC ACID DERIVATIVES AND ENAMINES

The invention describes a novel process for synthesizing pyrazoles by means of oxidative conversion of enamines with suitable N-containing carboxylic acid derivatives.

Efficient synthesis of pyrazoles: Oxidative C-C/N-N bond-formation cascade

Golden section: A novel synthetic strategy for the synthesis of tetrasubstituted pyrazoles is provided. In an efficient C-C/N-N bond-formation cascade, enamines and nitriles are oxidatively coupled to deliver pyrazoles in good yields (see scheme). The rea

An effective and general method for the highly regioselective synthesis of 1-phenylpyrazoles from β-enaminoketoesters, tandem Blaise-acylation adducts

An effective and general route for the regioselective synthesis of 1-phenylpyrazoles has been developed from β-enaminoketoesters prepared by tandem Blaise-acylation. This method is applicable to a very broad range of substrates, generating a diverse set o

Reaction of 2-(1-alkoxyethylidene) 1,3-dicarbonyl compounds with nitrogen-containing binucleophiles

The reaction of 2-(1-alkoxyethylidene) 1,3-dicarbonyl compounds with hydrazine, phenylhydrazine, urea, and dimethylhydrazine leads to high yields of the corresponding functionally substituted pyrazoles, pyrimidines, and enehydrazines.

Study of the reaction of 2-acyl 1,3-dicarbonyl compounds with hydrazines by 1H NMR spectroscopy

The reaction of 2-acyl 1,3-dicarbonyl compounds with hydrazine and phenylhydrazine was studied by 1H NMR spectroscopy.It was shown that the formation of functionally 4-substituted pyrazoles is promoted if the reaction is conducted in protic solvents at reduced temperature.The presence of the benzoyl groups in the 2-acyl 1,3-dicarbonyl compounds leads to the preferential formation of the cleavage products, i.e., the corresponding acylhydrazines and 1,3-dicarbonyl compounds.It was established that the initial reaction product is consumed in two directions, i.e., cyclization with the formation of functionally 4-substituted pyyrazoles and cleavage with the formation of acetylhydrazines and the corresponding 1,3-dicarbonyl compounds.

Synthesis of 4-Acyl- and 4-Alkoxy-carbonylpyrazoles

N'-Aroyl- or N'-acetyl, N'-phenyl- or N'-methyl-hydrazino-derivatives (1) of 1,3-dicarbonyl compounds can be converted by mild base treatment into 5-aryl- or 5-methyl-, 1-phenyl- or 1-methylpyrazoles carrying an acyl or alkoxycarbonyl group at C-4.