Efficient and Greener Synthesis of Functionalized Isoniazid Azomethines from Aromatic Aldehydes and Isatins Using Citric Acid in Aqueous Ethanol

2021 ◽  
pp. 1-13
Author(s):  
Yogesh B. Wagh ◽  
Kiran S. Dalal ◽  
Swapnil A. Padvi ◽  
Santosh S. Terdale ◽  
Dipak S. Dalal ◽  
...  
Keyword(s):  
Citric Acid ◽  
Aqueous Ethanol ◽  
Aromatic Aldehydes ◽  
Greener Synthesis

Acidic Pyridinium Inner Salt as a New, Effective and Reusable Catalyst for the One-Pot Three-Component Synthesis of N-substituted 5-aryl-4-benzoyl-3-hydroxy-3-pyrrolin-2-ones in Aqueous Media

2021 ◽  
Vol 08 ◽  
Author(s):  
Roya Shahnaei ◽  
Hassan Kabirifard
Keyword(s):  
Aqueous Ethanol ◽  
Cold Water ◽  
Aromatic Aldehydes ◽  
Primary Amines ◽  
Elemental Analysis Data ◽  
Homogeneous Catalyst ◽  
Reusable Catalyst ◽  
Water Mixture ◽  
One Pot ◽  
Ethanol Medium

Background: The present method is facile and effective for the synthesis of N-substituted 5-aryl-4-benzoyl-3-hydroxy-3-pyrrolin-2-one derivatives which are obtained by one-pot three-component condensation reactions of aromatic aldehydes, primary amines and ethyl benzoylpyruvate in the presence of a novel homogeneous catalyst including acidic pyridinium inner salt (PIS) at 50°C in ethanol and water mixture as solvent. Methods: 5-Aryl-4-benzoyl-3-hydroxy-3-pyrrolin-2-ones were synthesized through a one-pot three-component tandem formation of Schiff base cyclocondensation reaction of aromatic aldehydes, primary amines and ethyl benzoylpyruvate in the presence of 10 mol% of acidic pyridinium inner salt as a catalyst under aqueous ethanol medium at 50°C. All obtained structures were confirmed by their elemental analysis data and IR, 1H NMR and 13C NMR spectroscopy. Results: Three-component synthesis of 5-aryl-4-benzoyl-3-hydroxy-3-pyrrolin-2-ones catalyzed by acidic pyridinium inner salt with aromatic aldehydes, primary amines and ethyl benzoylpyruvate in aqueous ethanol medium at 50°C was prepared. The achieved derivatives (eight entries) were well synthesized in excellent yields. Conclusion: We found acidic pyridinium inner salt as a proper catalyst for this method. Catalyst Novelty is excellent catalytic activity, easy separation of the reaction mixture by washing with cold water and reusability of the catalyst for six consecutive periods without disrupting the activity of this catalyst system.

Three-Component Efficient Synthesis of 2-Amino-3-cyano-4H-pyrans Catalyzed by Diammonium hydrogen phosphate in Aqueous Media

2020 ◽  
Vol 07 ◽  
Author(s):  
Pardis Hafez Taghva ◽  
Hassan Kabirifard
Keyword(s):  
Present Method ◽  
Room Temperature ◽  
Aqueous Ethanol ◽  
Aromatic Aldehydes ◽  
Hydrogen Phosphate ◽  
Methyl Acetoacetate ◽  
One Pot ◽  
Diammonium Hydrogen Phosphate ◽  
Ethanol Medium ◽  
Diammonium Hydrogen

Background: The present method is facile, green and effective for the synthesis of 2-amino-3-cyano-4H-pyran derivatives which are obtained by one-pot three-component condensation reactions of aromatic aldehydes, malononitrile and methyl acetoacetate using diammonium hydrogen phosphate (DAHP) in aqueous ethanol at room temperature. Methods: 2-Amino-3-cyano-4H-pyrans were synthesized through a one-pot three-component tandem Knoevenagel cyclocondensation reaction of aromatic aldehydes, malononitrile, and methyl acetoacetate in the presence of 10 mol% of DAHP as a catalyst under aqueous ethanol medium at room temperature. All obtained structures were confirmed by their physical constant, IR, 1H NMR, 13C NMR spectroscopy, also elemental analyses for new derivatives. Results: Three-component synthesis of 2-amino-3-cyano-4H-pyrans catalyzed by DAHP with aromatic aldehydes, malononitrile and methyl acetoacetate in aqueous ethanol medium at room temperature was prepared. The achieved derivatives (nine entries) were well synthesized in excellent yields. Conclusion: The present method is straightforward, quick, and most efficient green protocol for the synthesis of 2-amino3-cyano-4H-pyran derivatives using highly inexpensive, easily handle and, nontoxic DAHP as an efficient catalyst in aqueous ethanol medium at room temperature.

scholarly journals Effect of Food Stimulated Liquids and Thermocycling on the Monomer Elution from a Nanofilled Composite

2013 ◽  
Vol 7 (1) ◽  
pp. 62-67 ◽  
Author(s):  
Masumeh Hasani Tabatabaei ◽  
Sima Sadrai ◽  
Seyed Hossein Bassir ◽  
Nadia Veisy ◽  
Somaye Dehghan
Keyword(s):  
Lactic Acid ◽  
Citric Acid ◽  
Aqueous Ethanol ◽  
Composite Resin ◽  
Resin Composite ◽  
Ethanol Solution ◽  
Distilled Water ◽  
Aqueous Ethanol Solution ◽  
Water Control ◽  
Food And Drink

The present study was aimed to evaluate the effects of food simulating liquids and thermocycling on the elution of monomers from a nanofilled resin composite in different immersion times. Five Specimen discs were made from a nano-hybrid composite (Supreme 3M) for each group (Total = 180) and immersed in distilled water (control), citric acid, lactic acid, and 75% aqueous ethanol solution. The discs were removed after 24 h, 48 h, 72 h, 1 wk, 4 wk, and 12 wk. Three groups of samples underwent thermocycling for 1000, 2000 and 3000 cycles. The solutes were analyzed with HPLC for detection of eluted monomers. The results showed that the amount of released TEGDMA was significantly higher than that of Bis-GMA; however, there were not any significant differences between the amount of released Bis-GMA and UDMA. Moreover, the highest amount of monomers was released from samples immersed in ethanol solution; samples immersed in citric acid and lactic acid significantly released more monomers than those immersed in distilled water. Furthermore, the immersion time in aqueous ethanol solution had an increasing effect on the release of monomers. In addition, the higher amounts of monomers were release from samples immersed in ethanol and citric acid which underwent a higher number of thermal cycles. In conclusion, food and drink stimulated liquids used in this study increased the amount of some of the monomers released from composite resin. Thermal shocks and storage time are other factors that increased the release of monomers from the composite resin

Coadministration of citric acid allows oxytetracycline dose reduction in yellowtail Seriola quinqueradiata infected with Vibrio anguillarum

2020 ◽  
Vol 140 ◽  
pp. 25-29
Author(s):  
K Akiyama ◽  
N Hirazawa ◽  
A Hatanaka
Keyword(s):  
Body Weight ◽  
Citric Acid ◽  
Effective Treatment ◽  
Dose Reduction ◽  
Vibrio Anguillarum ◽  
Enhancing Effect ◽  
Bacterial Diseases ◽  
Seriola Quinqueradiata ◽  
Poor Efficacy

Oxytetracycline (OTC) has been commonly used as an effective antibiotic against various fish bacterial diseases, including vibriosis. In this study, the absorption-enhancing effect of citric acid on oral OTC pharmacokinetics and treatment of artificial Vibrio anguillarum infection was evaluated in juvenile yellowtail Seriola quinqueradiata followed by serum OTC concentration analysis. When 25 mg kg-1 body weight (BW) OTC was administered in combination with 1250 mg kg-1 BW citric acid, the serum OTC concentration reached almost the same concentration as that of the group treated with 50 mg kg-1 BW OTC. This coadministration successfully suppressed mortality due to vibriosis similar to the group treated with 50 mg kg-1 BW OTC. Conversely, poor efficacy was observed when only 25 mg kg-1 BW OTC was administered. These results suggest that coadministration of citric acid can be beneficial in reducing the dose of OTC needed for effective treatment, and thus contributes to the goal of reduced use of this antibiotic in aquaculture.

EFFECT OF SERUM GONADOTROPHIN ON DEHYDROGENASES OF THE CITRIC ACID CYCLE IN THE OVARY OF THE RAT

1963 ◽  
Vol 42 (4) ◽  
pp. 480-484 ◽  
Author(s):  
B. Eckstein ◽  
R. Landsberg
Keyword(s):  
Citric Acid ◽  
Citric Acid Cycle ◽  
Age Groups ◽  
Succinic Dehydrogenase ◽  
Immature Rat ◽  
Acid Cycle ◽  
Immature Rats ◽  
Rat Ovary

ABSTRACT The succinic, malic and isocitric dehydrogenases in the ovary of immature and mature, normal and serum gonadotrophin injected rats were examined. The Qo2 of these enzymes were markedly enhanced in the gonadotrophin injected rats of both age groups, except in the case of succinic dehydrogenase in the ovary of the immature rats, where a slight non-significant decrease was noted. It is concluded that in the mature rat ovary, gonadotrophin administration stimulates the activity of all the examined dehydrogenases of the citric acid cycle, whereas in the immature rat ovary, at least the isocitric- and malic dehydrogenases are thus stimulated.

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