Phosphonic Acid Functionalized Ordered Mesoporous Material: A New and Ecofriendly Catalyst for One-Pot Multicomponent Biginelli Reaction under Solvent-Free Conditions

2014 ◽  
Vol 6 (2) ◽  
pp. 933-941 ◽  
Author(s):  
Malay Pramanik ◽  
Asim Bhaumik
Keyword(s):  
Phosphonic Acid ◽  
Mesoporous Material ◽  
Biginelli Reaction ◽  
Solvent Free ◽  
One Pot ◽  
Ordered Mesoporous ◽  
Solvent Free Conditions ◽  
Ordered Mesoporous Material

1, 1’-Sulfinyldiethylammonium Bis (Hydrogen Sulfate) as a Recyclable Dicationic Ionic Liquid Catalyst for the Efficient Solvent-free Synthesis of 3, 4-Dihydropyrimidin-2(1H)-ones via Biginelli Reaction

2020 ◽  
Vol 23 (2) ◽  
pp. 157-167
Author(s):  
Zainab Ehsani-Nasab ◽  
Ali Ezabadi
Keyword(s):  
Ionic Liquid ◽  
Biginelli Reaction ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
Hydrogen Sulfate ◽  
One Pot ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
Solvent Free Conditions ◽  
Dicationic Ionic Liquid

Objective: A facile and efficient method for synthesis of 3, 4-dihydropyrimidin-2(1H)-ones via Biginelli reaction catalyzed by a novel dicationic Brönsted acidic ionic liquid, [(EtNH2)2SO][HSO4]2, has been successfully developed. Material and Method:: 3, 4-Dihydropyrimidin-2(1H)-ones were synthesized through one-pot condensation of aromatic aldehydes, ethyl acetoacetate, and urea under solvent-free conditions using [(EtNH2)2SO][HSO4]2 as a novel catalyst. The progress of the reaction was monitored by thin-layer chromatography (ethyl acetate / n-hexane = 1 / 5). The products have been characterized by IR, 1H NMR, 13C NMR, and also by their melting points. Results: In this research, a library of dihydropyrimidinone derivatives was synthesized via Biginelli reaction under solvent-free conditions at 120oC using [(EtNH2)2SO][HSO4]2 as a catalyst. Various aromatic aldehydes, as well as heteroaromatic aldehydes, were employed, affording good to high yields of the corresponding products and illustrating the substrate generality of the present method. In addition, the prepared dicationic Brönsted acidic ionic liquid can be easily recovered and reused. Conclusion: 1, 1’-Sulfinyldiethylammonium bis (hydrogen sulfate), as a novel dicationic ionic liquid, can act as a highly efficient catalyst for the synthesis of 3, 4-dihydropyrimidin-2(1H)-ones under solvent-free conditions.

A Novel L-Proline Catalyzed Biginelli Reaction: One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones under Solvent-Free Conditions

2004 ◽  
Vol 33 (9) ◽  
pp. 1168-1169 ◽  
Author(s):  
J. S. Yadav ◽  
S. Praveen Kumar ◽  
G. Kondaji ◽  
R. Srinivasa Rao ◽  
K. Nagaiah
Keyword(s):  
Biginelli Reaction ◽  
Solvent Free ◽  
One Pot ◽  
One Pot Synthesis ◽  
Solvent Free Conditions

Ca(NO3)2·4H2O-catalysed Biginelli Reaction: One-pot Synthesis of 1,2,3,4-Tetrahydropyrimidin-2-ones/pyrimidine-2-thiones under Solvent-free Conditions

2008 ◽  
Vol 26 (11) ◽  
pp. 2112-2116 ◽  
Author(s):  
Abdelmadjid DEBACHE ◽  
Raouf BOULCINA ◽  
Radia TAFER ◽  
Ali BELFAITAH ◽  
Salah RHOUATI ◽  
...  
Keyword(s):  
Biginelli Reaction ◽  
Solvent Free ◽  
One Pot ◽  
One Pot Synthesis ◽  
Solvent Free Conditions

1,3-Dibromo-5,5-dimethylhydantoin as a useful reagent for efficient synthesis of 3,4-dihydropyrimidin-2-(1H)-ones under solvent-free conditions

2009 ◽  
Vol 63 (1) ◽  
Author(s):  
Mohammad Abdollahi-Alibeik ◽  
Zahra Zaghaghi
Keyword(s):  
Microwave Irradiation ◽  
Ethyl Acetoacetate ◽  
Biginelli Reaction ◽  
Reaction Times ◽  
Solvent Free ◽  
Efficient Synthesis ◽  
One Pot ◽  
Aliphatic Aldehydes ◽  
Solvent Free Conditions ◽  
High Yields

AbstractEfficient syntheses of 3,4-dihydropyrimidin-2-(1H)-ones and the corresponding thioxo derivatives using 1,3-dibromo-5,5-dimethylhydantoin (DBH) catalysis of a one-pot three-component Biginelli reaction of aldehydes, ethyl acetoacetate, and urea or thiourea under microwave irradiation are described. The advantages of this method are its short reaction times, high yields of the products, inexpensive and commercially available catalyst, and solvent-free conditions. Typical isolated yields exceed 70 % for arylaldehydes (9 examples) and aliphatic aldehydes (2 examples).

scholarly journals Al(NO3)3 · 9H2O: An Efficient Catalyst for the One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Both under Reflux or Solvent-Free Conditions

2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
Eskandar Kolvari ◽  
Maryam Mirzaeeyan
Keyword(s):  
Low Cost ◽  
Biginelli Reaction ◽  
Acid Catalyst ◽  
Solvent Free ◽  
One Pot ◽  
Efficient Catalyst ◽  
Solvent Free Conditions ◽  
The One ◽  
High Yields ◽  
Environmentally Friendly Process

Al(NO3)3 · 9H2O efficiently catalyzes the three-component Biginelli reaction between an aldehyde, aβ-dicarbonyl compound, and urea or thiourea in refluxing ethanol and solvent-free (SF) conditions to afford the corresponding dihydropyrimidinones in high yields. The advantages of this method involve the easy procedure, the environmentally friendly process, and the low cost of the Lewis acid catalyst.

Sign in / Sign up

Export Citation Format

Share Document