4174-09-8

Usage

Molecular structure

2,4-dihydro-4-[(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)methylene]-5-methyl-2-phenyl-3H-pyrazol-3-one is a complex organic compound with multiple rings and functional groups.

Pyrazole derivative

The compound is derived from a pyrazole ring, which is a five-membered heterocyclic ring containing four carbon atoms and one nitrogen atom.

Substituents

The pyrazole ring has phenyl (C6H5) and methyl (CH3) groups attached to different positions, which can influence the compound's chemical properties and reactivity.

Hydroxy group

The presence of a hydroxy group (-OH) in the compound allows for hydrogen bonding and can affect solubility, reactivity, and interactions with other molecules.

Potential pharmaceutical applications

Due to its complex structure and the presence of multiple functional groups, 2,4-dihydro-4-[(5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)methylene]-5-methyl-2-phenyl-3H-pyrazol-3-one may have potential pharmaceutical or biological applications.

Further research needed

To fully understand the properties and potential uses of this chemical, additional research is required to explore its interactions with biological systems and evaluate its efficacy and safety.

InChI:InChI=1/C21H18N4O2/c1-14-18(20(26)24(22-14)16-9-5-3-6-10-16)13-19-15(2)23-25(21(19)27)17-11-7-4-8-12-17/h3-13,22H,1-2H3/b19-13-

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Relevant academic research and scientific papers

Straightforward synthesis of diverse dipyrazolylmethane derivatives and their application for fluorescence sensing of Cu2+ ions

A variety of dipyrazolylmethane derivatives were synthesized from the reactions of readily available β-keto esters with arylhydrazine hydrochlorides and DMF in the presence of p-toluenesulfonic acid (p-TsOH). This methodology provides a concise and practical one-pot route for the construction of diverse dipyrazolylmethane derivatives in good yield. As an application, the synthesized nitro-substituted compound displayed an excellent turn-off fluorescence sensing property for the detection of Cu2+ ions.

The synthesis of dipyrazolylmethanes, x-ray structure analysis

A small dipyrazoylmethane compounds library was established via the reaction of 5-alkyl- and 5-aryl-2-aryl-3H-pyrazol-3-ones with DMSO in the presence of NaOAc 3H2O as base using LiBr H2O as additive at 100 oC.

Friedlander synthesis of novel benzopyranopyridines in the presence of chitosan as heterogeneous, efficient and biodegradable catalyst under solvent-free conditions

Efficient synthesis of benzopyrano[4,3-b]pyridine derivatives was achieved from 4-amino-3-formylcoumarin and different active methylene compounds under solvent-free thermal heating at 80 °C via Friedlander condensation in the presence of chitosan as heterogeneous, basic green catalyst. The present methodology is a novel green approach to benzopyranopyridine. It offers several advantages such as shorter reaction time, mild reaction conditions, simple operational procedure, use of recyclable and biodegradable catalyst.

Reactions of quinoxaline with 3-methyl-1-phenylpyrazol-5-one

Quinoxaline during the reaction with 3-methyl-1-phenylpyrazol-5-one in the presence of triethylamine at room temperature in dimethylsulfoxide eliminates o-phenylenediamine and gives 4,4'-methylene-bis(3-methyl-1-phenylpyrazol-5-one) and 1,1,2,2-tetrakis(5-methyl-2-oxo-2-phenyl-1,2-dihydro-3H-pyrazol-4-yl)ethane. The latter was proved to be the intermediate to form the above dipyrazolylmethane derivative.

New investigation of Vilsmeier-type reaction using pyrazolones with various amides

New investigation of Vilsmeier-type reaction was evaluated to realize the solvent effect by using pyrazolones to react with various of amides, including formamide, N-methylformamide, N-propylformamide, N-tert-butylformamide, N,N-dimethylformamide (DMF), N,N-diethylformamide (DEF), N,N-dipropylformamide (DPF), N,N-diisopropylformamide, N,N-dibutylformamide, piperidine-1- carbaldehyde, and pyrrolidine-1-carbaldehyde, in the presence of phosphorous oxychloride POCl3. The unexpected resulting products were observed in this work according to the difference chemoseletivities of substituted amides. The plausible reactive pathways were proposed to explain the experimental result. Crown Copyright

Novel Vilsmeier-type methylenation for synthesis of dipyrazolylmethane derivatives using formamide or N-methylformamide

A novel Vilsmeier-type methylenation for synthesis of dipyrazolylmethanes was developed by reacting pyrazolones with formamide or N-methylformamide in the presence of phosphorous oxychloride POCl3 coupling agent. This method can efficiently provide a series of dipyrazolylmethane derivatives as the main products in excellent yields without the formylated products. Our experimental result was different with the classical Vilsmeier-type reaction.

Specific features of the reactions of quinazoline and its 4-hydroxy and 4-chloro substituted derivatives with C-nucleophiles

Reactions of quinazoline 1 with indole, pyrogallol and 1-phenyl-3-methylpyrazol-5-one in the presence of acid led to C-4 adducts 2, 3 and 5. Adduct 4 is formed by heating 1 with 1,3-dimethylbarbituric acid without acid catalysis. 1-Phenyl-3-methylpyrazol-