Green and Facile Synthesis of Pyrimidine Derivatives Using Choline Chloride-urea Mixture as a Deep Eutectic Solvent or Cerium (IV) Ammonium Nitrate

2019 ◽  
Vol 23 (16) ◽  
pp. 1771-1777 ◽  
Author(s):  
Mohamed S. Behalo ◽  
Abdelmotaal Abdelmajeid ◽  
Aly A. Aly ◽  
Kaouser A. Hebash ◽  
Enas A. Mohamed
Keyword(s):  
Ammonium Nitrate ◽  
Choline Chloride ◽  
Deep Eutectic Solvent ◽  
Aromatic Aldehydes ◽  
Structural Formula ◽  
Facile Synthesis ◽  
Pyrimidine Derivatives ◽  
One Pot ◽  
High Yields ◽  
Cerium Iv Ammonium Nitrate

An efficient and facile synthesis of substituted pyrimidine derivatives through Biginelli type reaction was achieved in high yields via one-pot reaction of aromatic aldehydes, active methylene compounds and urea or thiourea in the presence of choline chloride- urea mixture as a deep eutectic solvent or cerium (IV) ammonium nitrate (CAN) as a catalyst at different conditions. The reaction was carried out using different ratio of CAN in different solvents to determine the optimum conditions. In addition, 2-mercapto-6-oxo- 4-(thiophen-2-yl)-1,6-dihydropyrimidine-5-carbonitrile was employed in the synthesis of pyrimidinylhydrazide and its corresponding hydrazone. The structural formula of all derivatives was confirmed and characterized by their elemental analyses and spectral data (IR, MS, 1H NMR, 13C NMR).

scholarly journals One-pot multi-component process for the synthesis of 4-azaphenanthrene-3,10-dione, 1,8-dioxo-octahydroxanthene and tetrahydrobenzo[b]pyran derivatives catalyzed by the deep eutectic solvent choline chloride-oxalic acid

2020 ◽  
Vol 75 (3) ◽  
pp. 269-279
Author(s):  
Mohammad Hosein Sayahi ◽  
Maryam Gorjizadeh ◽  
Melan Meheiseni ◽  
Soheil Sayyahi
Keyword(s):  
Oxalic Acid ◽  
Choline Chloride ◽  
Deep Eutectic Solvent ◽  
Reaction Times ◽  
Eutectic Mixture ◽  
Reaction Yield ◽  
One Pot ◽  
Experimental Procedure ◽  
Component Process ◽  
High Yields

AbstractAn effective method based on choline chloride (ChCl)-oxalic acid (Ox) deep eutectic solvent was proposed for the synthesis of 4-azaphenanthrene-3,10-dione, 1,8-dioxo-octahydroxanthene and tetrahydrobenzo[b]pyran derivatives. The eutectic mixture worked as both the solvent and acidic catalyst for conversion. The impacts of different variables, including the composition and volume of ChCl-Ox, and temperature, on reaction yield were studied for optimization. The crucial advantages of this process are simplicity of the experimental procedure, high yields, short reaction times, high recyclability, and the use of safe and inexpensive components.

scholarly journals A Facile Synthesis ofN-H- andN-Substituted Acridine-1,8-diones under Sonic Condition

2013 ◽  
Vol 2013 ◽  
pp. 1-6 ◽  
Author(s):  
S. Sudha ◽  
M. A. Pasha
Keyword(s):  
Ammonium Nitrate ◽  
Energy Efficient ◽  
Aromatic Amines ◽  
Ammonium Acetate ◽  
Aromatic Aldehydes ◽  
Ceric Ammonium Nitrate ◽  
Facile Synthesis ◽  
One Pot

Synthesis of an assembly of structurally importantN-H- andN-substituted acridine-1,8-diones by CAN (ceric ammonium nitrate) catalysed one-pot four-component reaction of electron-deficient and electron-rich aromatic aldehydes and aromatic amines or ammonium acetate and dimedone or cyclohexyl-1,3-diones at 26°C under sonic condition is reported. The method is clean and energy efficient as it uses a greener method and an eco-friendly catalyst.

scholarly journals A Facile Synthesis and Biological Screening of Pyrimidine Derivatives under Ultrasonic Irradiations by ZnCr2O4 Nano-Particles Catalyst

2021 ◽  
Vol 11 (1) ◽  
pp. 2996-3005
Keyword(s):  
Biological Activities ◽  
Aromatic Aldehydes ◽  
Vital Role ◽  
Nano Particles ◽  
Facile Synthesis ◽  
Pyrimidine Derivatives ◽  
One Pot ◽  
Biological Screening ◽  
Characterization Methods ◽  
The One

Using a recyclable catalyst, facile synthesis of pyrimidine derivatives (4a-e) is attributed through the one-pot multi-component reaction of 2-amino benzimidazole (1) substituted aromatic aldehydes (2a-e) with malononitrile (3) under ultrasonic irradiations. Synthesized derivatives might help society in getting more active pharmaceutical constituents. In this present work, series of substituted pyrimidine (4a-e) were synthesized and confirmed with different spectra characterization methods. The ZnCr2O4 nano-particles play a vital role in eco-friendly, highly efficient, recyclable heterogeneous nanocatalyst. Furthermore, synthesized pyrimidine derivatives showed significant biological activities. Advantages of this handy route are less reaction time, simple isolation, and highly yielded products.

One-pot synthesis of 4H-pyrano[3,2-c]coumarin derivatives catalyzed by deep eutectic solvent

Synthesis ◽  
2021 ◽  
Author(s):  
Zong-Bo Xie ◽  
Hong-Xia Li ◽  
Jiang-Nan Yang ◽  
Xiao Zhu ◽  
Zhang-Gao Le
Keyword(s):  
Deep Eutectic Solvent ◽  
Aromatic Aldehydes ◽  
Pharmaceutical Compounds ◽  
Single Step ◽  
Molar Ratio ◽  
Coumarin Derivatives ◽  
Reaction Conditions ◽  
Green Method ◽  
One Pot ◽  
High Yields

4H-Pyrano[3,2-c]coumarin derivatives are an important class of pharmaceutical compounds that are expensive to prepare by previously reported methods. An efficient and green method was developed to obtain these derivatives using the deep eutectic solvent (DES) zinc chloride/acetamide (n:n = 1:4), which acted as both the catalyst and the solvent for the reaction. An aromatic aldehyde, 4-hydroxycoumarin, and cyanoacetate were used as the substrates. The DES, substrate molar ratio, diluent type, temperature, and reaction time were optimized to obtain the 4H-pyrano[3,2-c]coumarin derivatives from a range of aromatic aldehydes in a single step in moderate to high yields and under mild reaction conditions.

l-Proline-Catalysed One-Pot aza-Diels–Alder Reaction in Water: Regioselective Synthesis of Spiro(isoxazolo[5,4-b]pyridine-5,5′-pyrimidine) Derivatives

Synlett ◽  
2018 ◽  
Vol 29 (09) ◽  
pp. 1195-1198 ◽  
Author(s):  
Yuvaraj Dommaraju ◽  
Somadrita Borthakur ◽  
Dipak Prajapati
Keyword(s):  
Hydroxylamine Hydrochloride ◽  
Aromatic Aldehydes ◽  
Good Alternative ◽  
Alder Reaction ◽  
Diels Alder ◽  
Pyrimidine Derivatives ◽  
One Pot ◽  
Diels Alder Reaction ◽  
Spiro Derivatives ◽  
High Yields

A simple and efficient l-proline-catalysed synthesis of spiro(isoxazolo[5,4-b]pyridine-5,5′-pyrimidine) derivatives in water has been accomplished through a pseudo five-component one-pot domino aza-Diels–Alder reaction involving 3-amino crotanonitrile, hydroxylamine hydrochloride, aromatic aldehydes and barbituric acids. The main advantages of the present method are mild reaction conditions, modest purification process involving no chromatographic techniques and high yields. The protocol is a good alternative to prepare spiro derivatives with readily available starting materials, which makes the method highly attractive.

scholarly journals Green and efficient synthesis of new β-amido-aroyl carbonyl derivatives catalyzed by choline chloride/urea as a deep eutectic solvent

2021 ◽  
pp. 19-19
Author(s):  
Anita Berjis ◽  
Behrooz Mirza ◽  
Hossein Anaraki-Ardakani
Keyword(s):  
Barbituric Acid ◽  
Choline Chloride ◽  
Deep Eutectic Solvent ◽  
Efficient Synthesis ◽  
One Pot ◽  
Carbonyl Derivatives ◽  
Three Component Reaction ◽  
High Yields ◽  
Barbituric Acid Derivatives ◽  
Environmentally Friendly Method

A green and highly efficient synthesis of some new ?-amido-aroyl carbonyl derivatives has been achieved through a one-pot three-component reaction of dimedone/barbituric acid derivatives, arylglyoxals, and amides in choline chloride/urea as a deep eutectic solvent (DES). The use of biode-gradable materials, short reaction time and high yields of products introduced this protocol as an efficient environmentally friendly method. The DES could be easily recovered and reused about four times with satisfied catalytic activity.

Synthesis of 3-(Cyclohexylamino)-2-arylimidazo[1,2-a]pyridine-8- carboxylic Acids Via an Efficient Three-component Condensation Reaction between Cyclohexylisocyanide and 2-Aminopyridine-3-carboxylic Acid in the Presence of Aromatic Aldehyde

2018 ◽  
Vol 21 (4) ◽  
pp. 298-301 ◽  
Author(s):  
Ghasem Marandi
Keyword(s):  
Biological Sciences ◽  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
High Performance ◽  
Condensation Reaction ◽  
Aromatic Aldehydes ◽  
New Materials ◽  
One Pot ◽  
High Yields ◽  
Benzaldehyde Derivatives

Aim and Objective: The reaction of cyclohexylisocyanide and 2-aminopyridine-3- carboxylic acid in the presence of benzaldehyde derivatives in ethanol led to 3-(cyclohexylamino)-2- arylimidazo[1,2-a]pyridine-8-carboxylic acids in high yields. In a three component condensation reaction, isocyanide reacts with 2-aminopyridine-3-carboxylic acid and aromatic aldehydes without any prior activation. Material and Methods: The synthesized products have stable structures which have been characterized by IR, 1H, 13C and Mass spectroscopy as well as CHN-O analysis. Results: In continuation of our attempts to develop simple one-pot routes for the synthesis of 3- (cyclohexylamino)-2-arylimidazo[1,2-a]pyridine-8-carboxylic acids, aromatic aldehydes with divers substituted show a high performance. Conclusion: In conclusion, this study introduces the art of combinatorial chemistry using a simple one-pot procedure for the synthesis of new materials which are interesting compounds in medicinal and biological sciences.

Solid-state regioselective nitration of activated hydroxyaromatics and hydroxycoumarins with cerium (IV) ammonium nitrate

2005 ◽  
Vol 2005 (11) ◽  
pp. 733-735 ◽  
Author(s):  
Nemai C. Ganguly ◽  
Sanjoy Dutta ◽  
Mrityunjoy Datta ◽  
Prithwiraj De
Keyword(s):  
Solid State ◽  
Ammonium Nitrate ◽  
High Efficiency ◽  
Solvent Free ◽  
High Melting ◽  
Microwave Assisted ◽  
Solvent Free Conditions ◽  
High Yields ◽  
Regioselective Nitration ◽  
Cerium Iv Ammonium Nitrate

Predominant ortho-selective mononitration of low-melting and liquid phenols and hydroxycoumarins in moderate to high yields has been accomplished upon grinding with solid cerium (IV) ammonium nitrate (CAN). Microwave-assisted expeditious CAN-mediated nitration of relatively high melting phenols and hydroxycoumarins with high efficiency and selectively under solvent-free conditions has been also developed to address the problems of sluggishness and low yield for these reluctant substrates.

scholarly journals Environ-Economic Synthesis and Characterization of Some New 1,2,4-Triazole Derivatives as Organic Fluorescent Materials and Potent Fungicidal Agents

2013 ◽  
Vol 2013 ◽  
pp. 1-19 ◽  
Author(s):  
Harshita Sachdeva ◽  
Rekha Saroj ◽  
Sarita Khaturia ◽  
Diksha Dwivedi
Keyword(s):  
Aromatic Aldehydes ◽  
New Drugs ◽  
Fluorescence Study ◽  
One Pot ◽  
Triazole Derivatives ◽  
Fluorescent Materials ◽  
Cyclocondensation Reaction ◽  
Practical Tool ◽  
High Yields

A multicomponent one-pot clean cyclocondensation reaction of 4-chloro-2-nitro aniline/amino acids and aromatic aldehydes/indole-2,3-diones with thiosemicarbazide in water yielding triazole/spiro indole-triazole derivatives in high yields and shorter reaction time and displaying excellent florescent property is reported. The developed MCR may provide a valuable practical tool for the synthesis of new drugs containing the title core fragment. All the newly synthesized compounds have been characterized by IR, 1HNMR, 13CNMR, and fluorescence study and also been screened for antimicrobial activity.

An efficient multicomponent, one-pot synthesis of Betti bases catalyzed by cerium (IV) ammonium nitrate (CAN) at ambient temperature

2016 ◽  
Vol 5 (4) ◽  
Author(s):  
Ramadan Ahmed Mekheimer ◽  
Abdullah Mohamed Asiri ◽  
Afaf Mohamed Abdel Hameed ◽  
Reham R. Awed ◽  
Kamal Usef Sadek
Keyword(s):  
Ambient Temperature ◽  
Environmental Pollution ◽  
Ammonium Nitrate ◽  
Room Temperature ◽  
Catalytic Amount ◽  
High Yield ◽  
Reaction Conditions ◽  
One Pot ◽  
Work Up ◽  
Cerium Iv Ammonium Nitrate

AbstractStarting from readily available 2-naphthol, aldehydes, aryl and alkylamines, a variety of Betti bases were efficiently synthesized utilizing a catalytic amount of cerium (IV) ammonium nitrate (CAN) at room temperature. This protocol has advantages of high yield, mild reaction conditions, no environmental pollution, diversity of reactants and simple work up procedure.

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