Synthesis and Crystal Structures of N-Substituted Pyrazolines

Abstract

Four pyrazole compounds, 3-(4-fluorophenyl)-5-phenyl-4,5-dihydro-1H-pyrazole-1-carbaldehyde (1), 5-(4-bromophenyl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazole-1-carbaldehyde (2), 1-[5-(4-chlorophenyl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone (3) and 1-[3-(4-fluorophenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl]propan-1-one (4), have been prepared by condensing chalcones with hydrazine hydrate in the presence of aliphatic acids, namely formic acid, acetic acid and propionic acid. The structures were characterized by X-ray single crystal structure determination. The dihedral angles formed between the pyrazole and the fluoro-substituted rings are 4.64(7)° in 1, 5.3(4)° in 2 and 4.89(6)° in 3. In 4, the corresponding angles for molecules A and molecules B are 10.53(10)° and 9.78(10)°, respectively.

Targeting AKT2 in MDA‐MB‐231 Cells by Pyrazole Hybrids: Structural, Biological and Molecular Docking Studies

“…The crystallographic data is listed in Table 2. Bond lengths and bond angles are in accordance with previously reported pyrazole scaffolds [42] . The pyrazole ring is almost planar.…”

“…Bond lengths and bond angles are in accordance with previously reported pyrazole scaffolds. [42] The pyrazole ring is almost planar. This ring forms a dihedral angle 112°with chloro substituted benzene ring.…”

Review on Synthesis of Bioactive Pyrazoline Derivatives

“…propan-1-one have been prepared by Loh 26 et al, (2013) by condensing chalcones with hydrazine hydrate in the presence of aliphatic acids namely formic acid, acetic acid and propionic acid. The structures were characterized by x-ray single crystal structure determination.…”

A green approach for the catalyst‐free synthesis of imidazole‐bearing pyrazole moiety using PEG‐400 as an efficient recyclable medium as potential anti‐tubercular and anti‐microbial agents

“…Pyrazoles have attracted the attention of chemists due to the biological activities associated with them. There are different methods for the synthesis of pyrazoline derivatives among them most common methods are the cyclization reaction of chalcones with hydrazine and substituted hydrazine derivatives in the presence of the catalytic amount of Amberlyst-15 [6], lithium carbonate [7], sodium hydroxide [8], aliphatic acids [9], ethanol under reflux condition [10], glacial acetic acid [11], NaOH in PEG-400 [12], triethylamine [13], p-toluene sulphonic acid [14], sulfamic acid [15], silver (I) [16], organo catalyst [17], iron oxide nanoparticles [18] and recyclable magnetic graphite carbon nitride nanocomposite [19]. Many researchers have synthesized such compounds under microwave or ultrasound irradiation conditions using a one-pot procedure which was better than classical heating methods [20].…”