Microwave-assisted HMF production from water-soluble sugars using betaine-based natural deep eutectic solvents (NADES)

2020 ◽  
Vol 4 (4) ◽  
pp. 1891-1898 ◽  
Author(s):  
Gustavo Rodrigues Gomes ◽  
Julio Cezar Pastre
Keyword(s):  
Soluble Sugars ◽  
Reaction Times ◽  
Deep Eutectic Solvents ◽  
Water Soluble ◽  
Microwave Assisted ◽  
Natural Deep Eutectic Solvents ◽  
Mw Irradiation ◽  
High Yields

The combination of a new NADES system and MW irradiation allowed for the preparation of HMF in high yields and in short reaction times.

scholarly journals Microwave-assisted extraction of soluble sugars from banana puree with natural deep eutectic solvents (NADES)

LWT ◽  
2019 ◽  
Vol 107 ◽  
pp. 79-88 ◽  
Author(s):  
Analía Verónica Gómez ◽  
Carmen Cecília Tadini ◽  
Atanu Biswas ◽  
Megan Buttrum ◽  
Sanghoon Kim ◽  
...  
Keyword(s):  
Soluble Sugars ◽  
Deep Eutectic Solvents ◽  
Microwave Assisted Extraction ◽  
Microwave Assisted ◽  
Assisted Extraction ◽  
Natural Deep Eutectic Solvents

scholarly journals Screening of Natural Deep Eutectic Solvents for Green Synthesis of 2-methyl-3-substituted Quinazolinones and Microwave-Assisted Synthesis of 3-aryl Quinazolinones in Ethanol

2020 ◽  
Vol 92 (4) ◽  
pp. 511-517
Author(s):  
Mario Komar ◽  
Maja Molnar ◽  
Anastazija Konjarević
Keyword(s):  
Green Synthesis ◽  
Anthranilic Acid ◽  
Deep Eutectic Solvents ◽  
13C Nmr Spectroscopy ◽  
Microwave Assisted Synthesis ◽  
One Pot ◽  
1H And 13C Nmr ◽  
Microwave Assisted ◽  
Natural Deep Eutectic Solvents ◽  
Quinazolinone Derivatives

In this study, two fast and efficient protocols for green synthesis of 3-substituted quinazolinones were perfomed. A synthesis of 2-methyl-3-substituted quinazolinones was performed in natural deep eutectic solvents, while 3-aryl quinazolinones were obtained by using microwave assisted synthesis. Benzoxazinone, which was used as an intermediate in the synthesis of 2-methyl-3-substituted quinazolinones, was prepared conventionally from anthranilic acid and acetic anhydride. In order to find the most appropriate synthetic path, twenty natural deep eutectic solvents were applied as a solvent in these syntheses. Choline chloride:urea (1 : 2) was found to be the most efficient solvent and was further used in the synthesis of 2-methyl quinazolinone derivatives (2–12). 3-Aryl quinazolinones (13–17), on the other hand, were synthesized in one-pot microwave-assisted reaction of anthranilic acid, different amines and trimethyl orthoformate. All compounds were synthesized in good to excellent yields, characterized by LC-MS/MS spectrometry and 1H- and 13C-NMR spectroscopy.

scholarly journals Microwave-assisted cyclizations promoted by polyphosphoric acid esters: a general method for 1-aryl-2-iminoazacycloalkanes

2016 ◽  
Vol 12 ◽  
pp. 2026-2031 ◽  
Author(s):  
Jimena E Díaz ◽  
María C Mollo ◽  
Liliana R Orelli
Keyword(s):  
Polyphosphoric Acid ◽  
General Procedure ◽  
Reaction Times ◽  
Ring Closure ◽  
Heterocyclic Synthesis ◽  
Microwave Assisted ◽  
Solvent Free Conditions ◽  
High Yields ◽  
Acid Esters ◽  
General Method

The first general procedure for the synthesis of 5 to 7-membered 1-aryl-2-iminoazacycloalkanes is presented, by microwave-assisted ring closure of ω-arylaminonitriles promoted by polyphosphoric acid (PPA) esters. 1-Aryl-2-iminopyrrolidines were easily prepared from the acyclic precursors employing a chloroformic solution of ethyl polyphosphate (PPE). The use of trimethylsilyl polyphosphate (PPSE) in solvent-free conditions allowed for the synthesis of 1-aryl-2-iminopiperidines and hitherto unreported 1-aryl-2-iminoazepanes. The cyclization reaction involves good to high yields and short reaction times, and represents a novel application of PPA esters in heterocyclic synthesis.

scholarly journals Microwave Assisted Synthesis of Six Member Ring Azaheterocycles and Their Antimycobacterial and Anticancer Evaluation

2001 ◽  
Vol 71 (3) ◽  
pp. 287-293 ◽  
Author(s):  
Cristina Al Matarneh ◽  
Catalina-Ionica Ciobanu ◽  
Violeta Mangalagiu ◽  
Gheorghita Zbancioc ◽  
Ramona Danac
Keyword(s):  
Breast Cancer ◽  
Prostate Cancer ◽  
Lung Cancer ◽  
Renal Cancer ◽  
Reaction Times ◽  
Antimycobacterial Activity ◽  
Microwave Assisted Synthesis ◽  
Thermal Heating ◽  
Microwave Assisted ◽  
Mw Irradiation

We report herein a comparative study concerning the influence of microwave (MW) irradiation comparative with conventional thermal heating (TH) in the reaction of six member ring azaheterocycles (derived from phenanthroline, quinoline, isoquinoline and phthalazine) with ethyl cyanoformate, and their anticancer and antimycobacterial activity. Under MW irradiation the reactions have some undeniable advantages: the reaction times decrease dramatically (from hours to minutes), the yields are higher, the reactions became selective in some cases (4,7-phenanthrolinium and phthalazinium ylides). The decreasing of reaction time+ from hours to minutes corroborated with the fact that in majority of cases the yield are higher and the selectivity is better, allow us to say that these reactions could be considered as eco-friendly. As far for biological activity, three of the compounds exhibited a significant antitumor activity against some cancer cell lines including prostate cancer, leukemia, renal cancer, lung cancer and breast cancer. The best potency in terms of growth inhibition of tumor cells (~45%) was shown by compound 4a against renal cancer A498 and ovarian cancer SK-OV-3 cells. The tested compounds have not shown any antimycobacterial activity against Mycobacterium tuberculosis.

scholarly journals Modern Methods for the Sustainable Synthesis of Metalloporphyrins

Molecules ◽  
2021 ◽  
Vol 26 (21) ◽  
pp. 6652
Author(s):  
Carla Gomes ◽  
Mariana Peixoto ◽  
Marta Pineiro
Keyword(s):  
Metal Salt ◽  
Reaction Times ◽  
Good Alternative ◽  
Mechanical Action ◽  
Palladium Complexes ◽  
Water Soluble ◽  
Efficient Manner ◽  
Rational Development ◽  
High Yields ◽  
Adequate Method

Metalloporphyrins are involved in many and diverse applications that require the preparation of these compounds in an efficient manner, which nowadays, also involves taking into consideration sustainability issues. In this context, we use ball milling mechanochemistry and sonochemistry for the rational development of synthetic strategies for the sustainable preparation of metalloporphyrins. Zinc, copper, cobalt and palladium complexes of hydrophobic porphyrins were obtained in high yields and under mechanical action with a moderate excess of the metal salt, without any solvent or additive. Sonochemistry prove to be a good alternative for the preparation of metal complexes of water-soluble porphyrins in good yields and short reaction times. Both strategies have good sustainability scores, close to the ideal values, which is useful in comparing and helping to choose the more adequate method.

Solvent-Free, Microwave-Assisted Conversion of Tosylates into Iodides

2014 ◽  
Vol 67 (9) ◽  
pp. 1360 ◽  
Author(s):  
Jia Cao ◽  
Patrick Perlmutter
Keyword(s):  
Efficient Method ◽  
Sodium Iodide ◽  
Reaction Times ◽  
Solvent Free ◽  
Microwave Cavity ◽  
Microwave Assisted ◽  
Crude Product ◽  
In Situ Generation ◽  
High Yields

A highly efficient method for the conversion of primary tosylates into the corresponding iodides is outlined. The method involves heating a neat mixture of the tosylate and solid sodium iodide in a microwave cavity. Reaction times are short, usually about 60 minutes, delivering high yields. This procedure is especially useful for the in situ generation of volatile primary iodides, and for most of the primary iodides, the crude product is sufficiently pure.

scholarly journals Solubility and Stability of Some Pharmaceuticals in Natural Deep Eutectic Solvents-Based Formulations

Molecules ◽  
2021 ◽  
Vol 26 (9) ◽  
pp. 2645
Author(s):  
Natali Rianika Mustafa ◽  
Vincent Simon Spelbos ◽  
Geert-Jan Witkamp ◽  
Robert Verpoorte ◽  
Young Hae Choi
Keyword(s):  
Amino Acids ◽  
Chloral Hydrate ◽  
Tube Feeding ◽  
Deep Eutectic Solvents ◽  
Water Soluble ◽  
Molar Ratios ◽  
Natural Deep Eutectic Solvents ◽  
Potential Applications ◽  
Poorly Soluble ◽  
Poorly Water Soluble

Some medicines are poorly soluble in water. For tube feeding and parenteral administration, liquid formulations are required. The discovery of natural deep eutectic solvents (NADES) opened the way to potential applications for liquid drug formulations. NADES consists of a mixture of two or more simple natural products such as sugars, amino acids, organic acids, choline/betaine, and poly-alcohols in certain molar ratios. A series of NADES with a water content of 0–30% (w/w) was screened for the ability to solubilize (in a stable way) some poorly water-soluble pharmaceuticals at a concentration of 5 mg/mL. The results showed that NADES selectively dissolved the tested drugs. Some mixtures of choline-based NADES, acid-neutral or sugars-based NADES could dissolve chloral hydrate (dissociated in water), ranitidine·HCl (polymorphism), and methylphenidate (water insoluble), at a concentration of up to 250 mg/mL, the highest concentration tested. Whereas a mixture of lactic-acid–propyleneglycol could dissolve spironolacton and trimethoprim at a concentration up to 50 and 100 mg/mL, respectively. The results showed that NADES are promising solvents for formulation of poorly water-soluble medicines for the development of parenteral and tube feeding administration of non-water-soluble medicines. The chemical stability and bioavailability of these drug in NADES needs further studies.

scholarly journals Tailoring Properties of Acidic Types of Natural Deep Eutectics Solvents (NADES): Enhanced Solubility of Curcuminoids from Curcuma zeodaria

2018 ◽  
Vol 156 ◽  
pp. 01011 ◽  
Author(s):  
Orchidea Rachmaniah ◽  
Lailatul Jumiati Fazriyah ◽  
Nurul Hesti Seftiyani ◽  
M. Rachimoellah
Keyword(s):  
Water Content ◽  
Dry Weight ◽  
Deep Eutectic Solvents ◽  
High Viscosity ◽  
Water Soluble ◽  
Green Solvents ◽  
Time Duration ◽  
Natural Deep Eutectic Solvents ◽  
Enhanced Solubility ◽  
Poorly Water Soluble

Recently Natural Deep Eutectic Solvents (NADES) show their potential as a promising green solvents at 21th century for extraction of natural products. Rutin, a poorly water soluble flavonoid, was reported better solubilized in NADES than in water as well as a paclitaxel and ginkgolide B, a completely water-insoluble compound. In case of curcuminoids, phenolic compounds from powder of Curcuma Zeodaria shown better solubilized in acidic type of NADES such malic acid-sucrose-water (MAS-H2O = 1:1:11, mole ratio) and citric acid-sucrose-water (CAS-H2O = 1:2:15, mole ratio) compare to water and ethanol. Indicating that NADES, a water-based solvent, appropriate for extracting curcuminoids. However, the inherent high viscosity of NADES hamper the process extraction. Lowering the viscosity, water content of NADES is varied, adding a certain amount of water up to 60% of water content. All the varied water content of both CAS-H2O and MAS-H2O were successfully extracted curcuminoids. Yielded 0.06-0.16 mg curcuminoids/g dry weight. However, 60% of water content of both CAS-H2O and MAS-H2O gave more or less similar value of curcuminoids to CAS-H2O (20% of water) and MAS-H2O (30% of water). Curcuminoids is more stable in CAS-H2O compare to MAS-H2O for 96 h of time duration.

Microwave-Assisted and L-proline Catalysed Domino Cyclisation in an Aqueous Medium: A Rapid, Highly Efficient and Green Synthesis of Benzo[a]Phenazine Annulated Heterocycles

2016 ◽  
Vol 40 (12) ◽  
pp. 722-726 ◽  
Author(s):  
Afshin Yazdani-Elah-Abadi ◽  
Razieh Mohebat ◽  
Mehrnoosh Kangani
Keyword(s):  
Green Synthesis ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Heterocyclic Ring ◽  
One Pot ◽  
Microwave Assisted ◽  
Highly Efficient ◽  
High Yields ◽  
Work Up ◽  
Operational Simplicity

A highly efficient one-pot, two-step microwave-assisted procedure was applied for the rapid and green synthesis of benzo[a]phenazine annulated heterocyclic ring systems from the three- or four-component condensation reactions of 2-hydroxynaphthalene-1,4-dione, o-phenylenediamine, aromatic aldehydes and 1,3-indandione using L-proline as a bifunctional organocatalyst in water. This new procedure has a number of advantages such as high yields, very short reaction times, operational simplicity, simple work-up procedures and avoidance of hazardous or toxic catalysts and organic solvents. Moreover, the catalyst can be recovered and reused several times without much loss of its performance.

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