Reaction Of 2-hydroxyacetophenones Research Articles

The synthesis of 2-(5-(3-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl)phenol using sodium impregnated on activated chicken eggshells catalyst

The novel compound of 2-(5-(3-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl)phenol as a pyrazoline derivative has been synthesized by two-steps reaction using sodium impregnated on activated chicken eggshells (Na-ACE) catalyst. Na-ACE was primarily prepared by a simple wet impregnation of NaOH solution on activated chicken eggshells solid support. The Na-ACE catalyst produced was characterized using FTIR spectrophotometer, XRD and SEM then applied in pyrazoline synthesis. First, chalcone was prepared from the reaction of 2-hydroxyacetophenone and 3-methoxybenzaldehyde by base-catalyzed aldol condensation. This product was subsequently reacted with hydrazine hydrate to give corresponding pyrazoline. The structure elucidation of the compound using FTIR, UV-Vis, LC-ESI-MS and 1H-NMR indicated the desired product has been successfully synthesized. Furthermore, the potential antioxidant activities of chalcone and pyrazoline have also been studied in-vitro using DPPH radical scavenging method. The results revealed that pyrazoline has a greater antioxidant activity than chalcone.

SYNTHESIS OF FLAVONES FROM 2-HYDROXY ACETOPHENONE AND AROMATIC ALDEHYDE DERIVATIVES BY CONVENTIONAL METHODS AND GREEN CHEMISTRY APPROACH

Objective: Flavones occupy a special place in the realm of natural and synthetic organic chemistry owing to their diversified biological activities. In this study, a series of chalcone derivatives were synthesized and after cyclization of chalcone to synthesized various substituted flavone derivatives (2A-2L). 2 Methods: The reaction of 2-hydroxy acetophenone with substituted aromatic aldehydes produced chalcone by trituration (NaOH) and conventional methods (KOH/EtOH), which upon further cyclization with dimethyl sulfoxide/I resulted to form flavone derivatives.Results: The purity of compounds was ascertained by melting point and thin-layer chromatography. The synthesized compounds have been characterized by mass, infrared, and1H nuclear magnetic resonance spectral analysis.Conclusion: Based on spectral data, it was proved that all synthesized chalcones and flavones derivatives meet the standard values of various spectral techniques and further it will be evaluated for pharmacological activities.Keywords: Chalcone, Flavone, Trituration, Conventional, Claisen-Schmidt condensation.

Iodine mediated one-pot synthesis of 3-cyano and 3-cyano-4-methylcoumarins

2-Hydroxybenzaldehydes 1a-e on reaction with malononitrile 2 in the presence of iodine as catalyst give 3-cyanocoumarins 3a-e in one step under thermal heating as well as microwave irradiations. The latter conditions are much more efficient in terms of time (2-5 minutes) and yield as compared to thermal conditions (2-2.5 hours). Following similar procedure, 3-cyano-4-methylcoumarins 3f-i have also been prepared by the reaction of 2-hydroxyacetophenones 1f-i with malononitrile 2.

Convenient One-Pot Synthesis of Chromone Derivatives and Their Antifungal and Antibacterial Evaluation

A one-pot method for the synthesis of chromone derivatives from the reaction of 2-hydroxyacetophenones with aliphatic or aromatic acid chlorides is reported. Esterification and Baker–Venkataraman rearrangement were promoted by t-BuOK, which was followed directly by acid-catalyzed cyclization in one pot. Some of 2-cyclohexyl- and 2-cyclohexylmethyl-substituted chromones displayed activity against plant pathogenic fungal strains. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file.

Synthesis, spectroscopic, and molecular structure characterizations of some azo derivatives of 2-hydroxyacetophenone

Some novel azo compounds were prepared by the reaction of 2-hydroxyacetophenone with aniline and its substituted derivatives. The structures of synthesized azo compounds were determined by IR, UV–Vis, 1H NMR and 13C NMR spectroscopic techniques and the structures of some of these compounds were also determined by X-ray diffraction studies. Structural analysis using IR in solid state shows that the azo form is favoured in the azo compounds whereas UV–Vis analysis of the azo compounds in solution has shown that there is a azo and ionic form. The azo compounds in the basic solvents dimethylformamide (DMF) and dimethylsulfoxide (DMSO) are both azo and ionic form while these compounds in ethyl alcohol (EtOH) and chloroform (CHCl 3) are only azo form.

One Pot Synthesis of 1-(2-Hydroxyphenyl)-3-Phenylpropane-1,3-Diones by Modified Baker–Venkataraman Transformation using Microwave Irradiation

Reaction of 2-hydroxyacetophenones with aromatic acid anhydrides in the presence of anhydrous barium hydroxide in dimethyl sulfoxide using microwave irradiation gives 1-(2-hydroxyphenyl)-3-phenylpropane-1,3-diones directly in a single pot reaction in high yields.

A Novel Synthesis of 2-Trichloromethylchromones and 7-Trichloromethylnorkhellin

The reaction of 2-hydroxyacetophenones with trichloroacetyl chloride in the presence of pyridine at -30 °C followed by treatment of the reaction mixture with potassium tert-butylate affords 2-hydroxy-2-trichloromethylchroman-4-ones. Dehydration then provides the 2-trichloromethyl-chromones.

ChemInform Abstract: Reaction of 2‐Hydroxyacetophenones with Thionyl Chloride in the Presence of a Catalytic Amount of Pyridine.

Reaction of 2-hydroxyacetophenone (5) with excess thionyl chloride in the presence of a catalytic amount of pyridine at room temperature afforded a thiirane 6, while 2-hydroxy-4-methoxyacetophenone (7) furnished 8 when subjected to almost identical conditions. The products were characterized by microanalyses data and spectroscopic techniques including the mass spectroscopy. Plausible mechanisms for the conversions have been proposed in the light of available literature.

Reaction of 2-Hydroxyacetophenones with Thionyl Chloride in the Presence of a Catalytic Amount of Pyridine

Abstract Reaction of 2-hydroxyacetophenone (5) with excess thionyl chloride in the presence of a catalytic amount of pyridine at room temperature afforded a thiirane 6, while 2-hydroxy-4-methoxyacetophenone (7) furnished 8 when subjected to almost identical conditions. The products were characterized by microanalyses data and spectroscopic techniques including the mass spectroscopy. Plausible mechanisms for the conversions have been proposed in the light of available literature.