76923-16-5

Usage

InChI:InChI=1/C13H14N2O2/c1-3-17-13(16)11-9(2)14-15-12(11)10-7-5-4-6-8-10/h4-8H,3H2,1-2H3,(H,14,15)

Upstream product

• 569-37-9 ethyl 3-oxo-2-benzoylbutanoate 
• 563-41-7 semicarbazide hydrochloride 
• 4346-94-5 thiosemicarbazide hydrochloride 
• 20605-40-7 thiobenzoylhydrazine 
• 609-15-4 ethyl 2-chloro-3-oxo-butyrate 
• 98-88-4 benzoyl chloride 
• 141-97-9 ethyl acetoacetate 
• 60868-42-0 ethyl 3-phenyl-2-(1-ethoxyethylidene)-3-oxopropanoate 
• 82140-46-3 (E)-2-Benzoyl-3-methylamino-but-2-enoic acid ethyl ester 
• 21759-71-7 ethyl N-methyl-β-aminocrotonate 

Downstream Products

• 153654-15-0 4-hydroxymethyl-3-methyl-5-phenyl-1H-pyrazole 
• 77435-42-8 ethyl-1,3-dimethyl-5-phenyl-1H-pyrazole-4-carboxylate 
• 861586-02-9 1,3-dimethyl-5-phenyl-1H-pyrazole-4-carboxylic acid 
• 1318239-50-7 4-fluoro-1,3-dimethyl-5-phenyl-1H-pyrazole 
• 1228670-93-6 ethyl 1,5-dimethyl-3-phenyl-1H-pyrazole-4-carboxylate 
• 54952-71-5 3-methyl-5-phenyl-1⁽²⁾H-pyrazole-4-carboxylic acid 
• 56426-41-6 3-methyl-5-phenylpyrazole 

Relevant academic research and scientific papers

Decarboxylative Fluorination of Electron-Rich Heteroaromatic Carboxylic Acids with Selectfluor

A transition-metal-free decarboxylative fluorination of electron-rich five-membered heteroaromatics, including furan-, pyrazole-, isoxazole-, thiophene-, indole-, benzofuran- and indazolecarboxylic acids, with Selectfluor is reported. Fluorinated dimer products were observed for nitrogen-containing heteroaromatic carboxylic acids, such as indole and pyrazole. An effective method has been developed to synthesize the monomer of 2- and 3-fluoroindoles with Li2CO3 as base at low temperature.

Synthesis and structural characterization of (CH2)n-bridged indenyl-pyrazoles and their cyclopentadienyl nickel(II) complexes

A new class of (CH2)n-bridged indenyl-pyrazoles [4-{Ind-(CH2)n}-RR′PzH] (Ind = 1H-inden-3-yl, n = 1-3, RR′Pz = 3,5-disubstituted pyrazolato) were synthesized. Reactions of the indenyl-functionalized pyrazoles wi

SmCl3-catalyzed C-acylation of 1,3-dicarbonyl compounds and malononitrile

(Chemical Equation Presented) A recyclable, convenient, and efficient catalytic system for C-acylation of 1,3-dicarbonyl compounds and malononitrile with acid chlorides has been developed, giving moderate to excellent yields under mild conditions. This is the first catalytic example of such reactions. In addition, by applying this protocol as the key step, 3,5-disubstituted-1H- pyrazole-4-carboxylate can easily be synthesized in high yields in a one-pot procedure.

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.