5067-28-7

Usage

Uses

Used in Pharmaceutical Synthesis:
1,3-Propanedione, 1-(2-hydroxy-4-methylphenyl)-3-phenylis used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with improved therapeutic properties and reduced side effects.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 1,3-Propanedione, 1-(2-hydroxy-4-methylphenyl)-3-phenylserves as a valuable building block for the design and synthesis of novel bioactive compounds. Its presence in the molecular structure can enhance the pharmacological activity and selectivity of the resulting compounds.
Used in Organic Chemistry as a Reagent:
1,3-Propanedione, 1-(2-hydroxy-4-methylphenyl)-3-phenylis utilized as a reagent in various organic chemical reactions, such as condensation, oxidation, and reduction processes. Its versatility in these reactions contributes to the synthesis of a wide range of organic compounds.
Used in Fragrance Industry:
1,3-Propanedione, 1-(2-hydroxy-4-methylphenyl)-3-phenylis employed in the fragrance industry for the production of unique and complex scent compounds. Its ability to form stable and aromatic structures makes it a valuable component in creating long-lasting and appealing fragrances.
Used in Dye Production:
In the dye industry, 1,3-Propanedione, 1-(2-hydroxy-4-methylphenyl)-3-phenylis used for the synthesis of various dyes with distinct color properties. Its chemical structure allows for the development of dyes with improved colorfastness and stability.
Used in Other Organic Compounds Production:
1,3-Propanedione, 1-(2-hydroxy-4-methylphenyl)-3-phenylis also utilized in the production of other organic compounds, such as polymers, resins, and coatings. Its versatility and reactivity contribute to the development of innovative materials with enhanced properties and applications.

Upstream product

• 6921-64-8 4'-hydroxy-2'-methylacetophenone 
• 93-89-0 benzoic acid ethyl ester 
• 20718-17-6 2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-1-phenylethan-1-one 
• 698-27-1 4-methylsalicylaldehyde 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 108-39-4 3-methyl-phenol 
• 98-88-4 benzoyl chloride 
• 65-85-0 benzoic acid 
• 122-46-3 3-acetoxytoluene 
• 5177-98-0 2-acetyl-5-methylphenyl benzoate 

Downstream Products

• 84314-38-5 1-(2-Hydroxy-4-methyl-phenyl)-2-[1-(4-nitro-phenyl)-meth-(E)-ylidene]-3-phenyl-propane-1,3-dione 
• 151262-12-3 2-(4-chlorobenzylidene)-1-(2-hydroxy-4-methylphenyl)-3-phenylpropane-1,3-dione 
• 84314-47-6 3-Benzoyl-7-methyl-2-(4-nitro-phenyl)-chromen-4-one 

Relevant academic research and scientific papers

Synthesis and biological studies of some new pyrazole, dihydropyridinethione, pyrimidine, thiophene and 4h-pyran derivatives

This study aims to synthesis of 1-(2-hydroxy-4-methylphenyl)-3-phenylpropane-1,3-dione 3 in a quantitative yield from the reaction of ethyl benzoylacetate and m-cresol using a microwave in the absence of solvents. Phenylpropane-1,3-dione derivative 3 was used as the key synthetic intermediate for the synthesis of many derivatives in this study. A new pyrazole 12, pyrimidine 15, thiophene 37, 4H-pyrane 51 and pyridine derivatives 8, 28, 34, 41 and 46 were synthesized through different chemical reactions. The structures of the newly synthesized compounds were confirmed based on analytical and spectral data. The compounds were evaluated for both their in vitro antibacterial and antifungal activities. The compounds showed varying degree of antimicrobial activity.

Novel Bifunctionalization of Activated Methylene: Base-Promoted Trifluoromethylthiolation of β-Diketones with Trifluoromethanesulfinyl Chloride

A novel bifunctionalization of activated methylene was achieved successfully through the base-promoted trifluoromethylthiolation of β-diketones or β-ketoesters with trifluoromethanesulfinyl chloride. A series of α-trifluoromethylthiolated α-chloro-β-diketones and α-chloro-β-ketoesters were obtained in moderate to good yields under mild conditions. When β-diketones containing a phenyl group with a hydroxyl or amino substituent at the ortho position were used as substrates, intramolecular trifluoromethylthiolation/cyclization reaction took place to give the corresponding cyclic products. Furthermore, the protocol could be extended to perfluoroalkylthiolation with the sodium perfluoroalkanesulfinate/POCl3 system. On the basis of experimental results, plausible mechanisms are proposed.

Rh(III)-Catalyzed Aldehydic C?H Functionalization Reaction between Salicylaldehydes and Sulfoxonium Ylides

A novel aldehydic C?H functionalization reaction between salicylaldehydes and sulfoxonium ylides has been developed under rhodium(III) catalysis, affording coupling products in moderate to good yields. A plausible mechanism involving aldehydic C(sp2)?H activation by rhodium(III) and rhodium(III) catalyzed carbene insertion is also proposed. It was also found that the aldehydic C?H functionalization followed by dehydrative cyclization was able to produce flavonoids in one-pot. (Figure presented.).

Green and efficient synthesis of flavones and chromones using heteropolyacids as catalyst in glycerol

Organic solvents are required to carry out most organic transformations, which cause environmental pollution because of their low volatility. Glycerol, a side product obtained from biodiesel production, has emerged as a friendly solvent due to its advantageous properties. In this paper, an efficient procedure for the synthesis of flavones and chromones, using heteropolyacids as recyclable catalyst and glycerol as the solvent, is presented. The use of heteropolyacids as catalysts allows for excellent yields, easy separation and recovery, low environmental impact, and low cost. Glycerol can also be readily recovered and used over again. In addition, the presented method provides other advantages such as the low formation of waste and the replacement of corrosive mineral acids.

Mild and efficient organocatalytic method for the synthesis of flavones

A convenient and efficient organocatalytic procedure for the selective cyclization of 1,3-diketones to give aromatic substituted 4H-chromen-4-ones under mild reaction conditions using N-triflyl phosphoramide is described. Application of the described conditions is presented in a formal synthesis of (S)-flavanone.

Investigation on the substitution effects of the flavonoids as potent anticancer agents: A structure-activity relationships study

Three series of flavonoid analogues substituted with different aminomethyl substitutions at C-6, C-7, and C-8 were designed and synthesized for the structure-activity relationship studies as potent anticancer agents. The prepared analogues were evaluated for their in vitro inhibitory activity against the growth of the hepatic cancer cell lines HepG2 and SMMC-7721. Structure-activity relationships indicated that not only the compounds with amino methyl groups were more active than those without the groups in the same series but also the compounds substituted by aminomethyl groups at position C-8 were more active than those at positions C-6 and C-7.

Fast synthesis of some flavones under microwave irradiation

Reactions under microwave irradiation occur under solvent free conditions. Such reactions occur in much shorter time than the usual ones. Fast synthesis of flavone from o-hydroxyacetophenone has been achieved in three steps under microwave irradiation.