scholarly journals A Highly Efficient and Green Catalytic Synthesis of 3,4-dihydro-pyrimidin-2-(1H)-ones (Thiones) Using 3-sulfonic Acid-1-imidazolopyridinium Hydrogen Sulfate under Solvent-free Conditions

2017 ◽  
Vol 90 (1) ◽  
Author(s):  
Mohammad Bakherad ◽  
Mohaddeseh Javanmardi ◽  
Raheleh Doosti ◽  
Reza Tayebee
ChemInform ◽  
2010 ◽  
Vol 41 (33) ◽  
pp. no-no
Author(s):  
Shahnaz Rostamizadeh ◽  
Ali Mohammad Amani ◽  
Gholam Hossein Mahdavinia ◽  
Hamid Sepehrian ◽  
Samira Ebrahimi

2019 ◽  
Vol 74 (9) ◽  
pp. 641-647 ◽  
Author(s):  
Zahra Kordrostami ◽  
Abdolkarim Zare ◽  
Mostafa Karami

AbstractIn this research, Brønsted-acidic ionic liquids N,N,N′,N′-tetramethylethylene-diaminium-N,N′-disulfonic acid trifluoroacetate ([TMEDSA][TFA]2) and pyridinium-N-sulfonic acid hydrogen sulfate ([Py-SO3H][HSO4]) have been introduced as dual-functional catalysts for the green, simple and effective preparation of N,N′-alkylidene bisamides by the reaction of primary amides (2 eq.) with arylaldehydes (1 eq.) under solvent-free conditions. The reaction results and conditions of the catalysts have been compared with the previously reported ones. [TMEDSA][TFA]2 and [Py-SO3H][HSO4] were superior to the previously reported catalysts in terms of two or more of these factors: reaction times (10–45 min), yields (86–98%), temperature and the reaction conditions. Additionally, a plausible and attractive mechanism based on dual functionality of the catalysts has been proposed.


Synthesis ◽  
2010 ◽  
Vol 2010 (08) ◽  
pp. 1356-1360 ◽  
Author(s):  
Shahnaz Rostamizadeh ◽  
Gholam Mahdavinia ◽  
Ali Amani ◽  
Hamid Sepehrian ◽  
Samira Ebrahimi

2012 ◽  
Vol 9 (4) ◽  
pp. 1854-1863 ◽  
Author(s):  
Abdolkarim Zare ◽  
Mohammad Mokhlesi ◽  
Alireza Hasaninejad ◽  
Tahereh Hekmat-Zadeh

Saccharin sulfonic acid (SaSA) is utilized as a highly efficient, green and inexpensive sulfonic acid-containing catalyst for the following one-pot multi-component organic transformations: (i) the condensation of dimedone (2 eq.) with aromatic aldehydes (1 eq.) leading to 1,8-dioxo-octahydroxanthenes, and (ii) the reaction of 2-naphthol (2 eq.) with arylaldehydes (1 eq.) leading to 14-aryl-14H-dibenzo[a,j]xanthenes. In these protocols, the title compounds are produced in high to excellent yields and in relatively short reaction times under solvent-free conditions.


2020 ◽  
Vol 23 (2) ◽  
pp. 157-167
Author(s):  
Zainab Ehsani-Nasab ◽  
Ali Ezabadi

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.


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