51210-89-0

Usage

Uses

Used in Pharmaceutical Applications:
1,3-diphenyl-1,2,3-propanetrione 2-oxime is used as a pharmaceutical candidate due to its antioxidant and anti-inflammatory properties. These properties make it a promising agent for the development of new drugs and therapies in the medical field.
Used in Organic Synthesis:
1,3-diphenyl-1,2,3-propanetrione 2-oxime is used as a key intermediate in organic synthesis. Its unique chemical structure allows it to be a versatile building block for the synthesis of various organic compounds.
Used in Material Development:
1,3-diphenyl-1,2,3-propanetrione 2-oxime is used in the development of new materials. Its reactivity and unique chemical structure make it a valuable component in creating innovative materials with specific properties for various applications.
Used in Chemical Processes:
1,3-diphenyl-1,2,3-propanetrione 2-oxime is used in the development of new chemical processes. Its unique reactivity can be harnessed to improve existing processes or create new ones, leading to more efficient and effective chemical reactions.

Upstream product

• 120-46-7 1,3-diphenylpropanedione 
• 110-46-3 isopentyl nitrite 

Downstream Products

• 82972-14-3 3-(4-Nitroso-3,5-diphenyl-pyrazol-1-yl)-propane-1-sulfonic acid 
• 69740-34-7 O-methyloximedibenzoylmethane 
• 1132746-73-6 5-benzoyl-1-hydroxy-2-methyl-4-phenyl-1H-pyrrole-3-carbaldehyde 
• 60644-06-6 C₃₂H₂₆N₂O₆ 
• 57965-92-1 3,5-diphenyl-4-nitropyrazole 
• 861058-23-3 1,3-diacetoxy-2-acetylamino-1,3-diphenyl-propane 
• 856815-76-4 2-amino-1,3-bis-(4-nitro-phenyl)-propan-1-ol 
• 861055-73-4 dichloro-acetic acid-[1-(α-hydroxy-benzyl)-2-phenyl-ethylamide] 
• 20924-88-3 1-acetoxy-2-acetylamino-1,3-diphenyl-propane 

Relevant academic research and scientific papers

A phosphine-mediated synthesis of 2,3,4,5-tetra-substituted N-hydroxypyrroles from α-oximino ketones and dialkyl acetylenedicarboxylates under ionic liquid green-media

Background: The development of multicomponent reactions (MCRs) in the presence of task-specific ionic liquids (ILs), used not only as environmentally benign reaction media, but also as catalysts, is a new approach that meet with the requirements of sustainable chemistry. In recent years, the use of ionic liquids as a green media for organic synthesis has become a chief study area. This is due to their unique properties such as non-volatility, non-flammability, chemical and thermal stability, immiscibility with both organic compounds and water and recyclability. Ionic liquids are used as environmentally friendly solvents instead of hazardous organic solvents. Objective: We report the condensation reaction between α-oximinoketone and dialkyl acetylene dicarboxylate in the presence of triphenylphosphine to afford substituted pyrroles under ionic liquid conditions in good yields. Result: Densely functionalized pyrroles was easily prepared from reaction of α-oximinoketones, dialkyl acetylene dicarboxylate in the presence of triphenylphosphine in a quantitative yield under ionic liquid conditions at room temperature. Conclusion: In conclusion, ionic liquids are indicated as a useful and novel reaction medium for the selective synthesis of functionalized pyrroles. This reaction medium can replace the use of hazardous organic solvents. Easy work-up, synthesis of polyfunctional compounds, decreased reaction time, having easily available-recyclable ionic liquids, and good to high yields are advantages of present method.

Nitrite ionic liquids (IL-ONO and [bmim]NO2) as effective nitrosonium sources for the synthesis of α-oximinoketones under mild heterogeneous conditions

Ketones and β-diketones were nitrosated and converted to their corresponding α-oximinoketones using task-specific ionic liquids, 1-(4-nitritobutyl)-3-methylimidazolium chloride, IL-ONO, and 1-butyl-3-methylimidazolium nitrite at room temperature. The results from two ionic liquids are comparable and showed that these IL's are effective nitrosonium sources for the preparation of oximinoketones. The protocol is rapid, the yields are excellent, and the method is simple. Copyright

Iron-promoted C - C bond cleavage of 1,3-diketones: A route to 1,2-diketones under mild reaction conditions

A conceptual method for the preparation of 1,2-diketones is reported. The selective C - C bond cleavage of 1,3-diketones affords the 1,2-diketones in high yields under mild reaction conditions in air by the use of FeCl3 as the catalyst and tert-butyl nitrite (TBN) as the oxidant without the use of solvent. The possible reaction mechanism is discussed. This protocol provides an expeditious route to the useful 1,2-diketones.

Silica sulfuric acid/NaNO2 as a novel heterogeneous system for the chemoselective α-nitrosation of β-diketones under mild conditions

A combination of silica sulfuric acid and sodium nitrite in the presence of wet SiO2 was used as an effective nitrosating agent for the nitrosation of β-diketones to their corresponding α-nitroso or α-oximinoketones under mild and heterogenous conditions in moderate to excellent yields.

An efficient and chemoselective method for oximination of β-diketones under mild and heterogeneous conditions

A combination of oxalic acid dihydrate and sodium nitrite in the presence of wet SiO2 was used as an effective nitrosating agent for the nitrosation of β-diketones to their corresponding α-oximinoketones in moderate to excellent yields under mild and heterogenous conditions.

Effects of β-Cyclodextrin on the Keto-Enol Equilibrium of Benzoylacetone and on Enol Reactivity

Both β-cyclodextrin and sodium dodecyl sulfate micelles shift the benzoylacetone keto-enol equilibrium to the enol tautomer by preferentially binding the enol form. The UV-vis spectroscopic method was used to quantify the temperature and solvent effects on the keto-enol equilibrium of benzoylacetone in aqueous acid medium. The comparison between the thermodynamic parameters resulting from the binding of the benzoylacetone enol to sodium dodecyl sulfate micelles and from the inclusion of both keto and enol tautomers into the β-cyclodextrin cavity allows us to draw a picture of the possible complex formed in each case. 1H NMR results suggest that benzoylacetone-enol protrudes deeper inside the β-cyclodextrin cavity, whereas the keto tautomer could only have the phenyl ring enclosed in the β-cyclodextrin cavity interior. Nitrosation in acid medium of benzoylacetone in the presence of β-cyclodextrin is reduced below that of free benzoylacetone, indicating that the cyclodextrin complex protects the benzoylacetone enol tautomer, which is in perfect accordance with our picture of the enol·β-cyclodextrin complex.

ORGANIC SYNTHESIS USING ORGANOSULFUR-NITRITES AND -NITRATES

Thionitrites or thionitrates have been considered to be unstable.However, bulky groups' thio-NOn such as t-butylthio-nitrites and -nitrates have been readily synthesized and found to be stable enough for the use of the useful organic syntheses as an excellent nitrosation and diazotization reagents under mild conditions.Direct conversion of amines to the corresponding halides in the presence of copper halides (II), fluorination of heterocyclic amines in the presence of sodium tetrafluoroborate, α- oximation of methylene groups in ketones, facile cleavage of C=N bond to ketones, and desulfurization of thioacetals and thioketals, and other useful organic syntheses are described.

Synthesis of some new 1-hydroxypyrazole-2-oxides and heterocyclic oximes

α,β-Unsaturated oximes (Ia-c) are converted into 1-hydroxypyrazole-2-oxides (IIIa-c) and isoxazole (IV) by reaction with n-butyl nitrite and metal ions in pyridine.Reduction of IIIc with zinc in acetic acid furnishes the pyrazole V.However, reduction of IIIc with sodium dithionite yields the 1-hydroxypyrazole (VI).Acylation of IIIc affords the acyl derivative (VII).Reaction of hydroxylamine hydrochloride and benzaldehyde with oximes VIIIa,b and IXa,b affords O-methyloximinoisoxazoles (Xa,b).

FACILE DIRECT α-OXIMATION OF KETONES USING t-BUTYL THIONITRATE

Various ketones containing methylene groups at α-position were found to react with t-butyl thionitrate at 0 deg C in tetrahydrofuran to give the corresponding α-oximino-ketones in excellent yield.