1-Sulfopyridinium chloride: Green and expeditious ionic liquid for the one-pot synthesis of fused 3,4-dihydropyrimidin-2(1H)-ones and thiones under solvent-free conditions

Velpula, Ravibabu; Banothu, Janardhan; Gali, Rajitha; Deshineni, Rajitha; Rajitha, B.

doi:10.1016/j.cclet.2014.11.030

Cited by 18 publications

(10 citation statements)

References 23 publications

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“…The “green” label that ILs are given as solvents [96–98], catalysts [99–108], and in products of chemical syntheses in general [109–117] is likely a result of the non-volatile and favorable reaction properties of ILs. Non-volatility addresses only a couple of the criteria manifested in the 12 Principles of Green Chemistry, the seminal framework for recognizing environmentally safe, sustainable chemicals and chemical practices [118].…”

Section: Discussionmentioning

confidence: 99%

Meta-analysis of ionic liquid literature and toxicology

et al. 2016

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A meta-analysis was conducted to compare the total amount of ionic liquid (IL) literature (n = 39,036) to the body of publications dealing with IL toxicity (n = 213) with the goal of establishing the state of knowledge and existing information gaps. Additionally, patent literature pertaining to issued patents utilizing ILs (n = 3,358) or dealing with IL toxicity (n =112) were analyzed. Total publishing activity and patent count served to gauge research activity, industrial usage and toxicology knowledge of ILs. Five of the most commonly studied IL cations were identified and used to establish a relationship between toxicity data and potential of commercial use: imidazolium, ammonium, phosphonium, pyridinium, and pyrrolidinium. Toxicology publications for all IL cations represented 0.55% ± 0.27% of the total publishing activity; compared with other industrial chemicals, these numbers indicate that there is still a paucity of studies on the adverse effects of this class of chemical. Toxicity studies on ILs were dominated by the use of in vitro models (18%) and marine bacteria (15%) as studied biological systems. Whole animal studies (n = 87) comprised 31% of IL toxicity studies, with a subset of in vivo mammalian models consisting of 8%. Human toxicology data were found to be limited to in vitro analyses, indicating substantial knowledge gaps. Risks from long-term and chronic low-level exposure to ILs have not been established yet for any model organisms, reemphasizing the need to fill crucial knowledge gaps concerning human health effects and the environmental safety of ILs. Adding to the existing knowledge of the molecular toxicity characteristics of ILs can help inform the design of greener, less toxic and more benign IL technologies.

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Section: Discussionmentioning

confidence: 99%

Meta-analysis of ionic liquid literature and toxicology

et al. 2016

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“…1‐Sulfopyridinium chloride [Pyridine‐SO 3 H]Cl − as ionic liquid catalyst showed high catalytic activity for the synthesis of dihydropyrimidones/thiones in solvent‐ free conditions at 80 °C as shown in scheme . To check the activity of catalyst, model reaction conducted between 1 (1 mmol), 6(1.2 mmol) and 8 (1 mmol) in the presence 10 % [Pyridine‐SO 3 H]Cl.…”

Section: Ionic Liquids As Homogeneous and Heterogeneous Catalystsmentioning

confidence: 99%

Recent Advances in Homogeneous and Heterogeneous Catalyst in Biginelli Reaction from 2015‐19: A Concise Review

Chopda

Dave

2020

ChemistrySelect

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In the chemistry world, the year 1891 was considered as milestone year for the discovery of new type of heterocyclic compounds by Pietro Biginelli. The Biginelli protocol provides 3,4-dihydropyrimidin-2(1H)-ones/thiones in the presence of Bronsted acids and Lewis acids. Multifunctional Dihydropyrimidones (DHPMs) are displayed wide medicinal properties. Several of homogeneous and heterogeneous catalysts have been reported to improve the yield of product. This review includes the progress of ionic liquids, combination of ionic liquids with homogeneous & heterogeneous catalyst, homogeneous, heterogeneous and asymmetric catalyst took place in last five year (2015-2019) for Biginelli reaction. Most of catalysts showed good catalytic activity (more than 80 %) towards the synthesis of Biginelli adducts. [a] Mr. Scheme 1. Biginelli reaction. ChemistrySelect Reviews Figure 1. Structure of ionic liquids. Scheme 2. Synthesis of DHPMS by [C 3 SO 3 HDoim]HSO 4. Scheme 3. Synthesis of 7 by L-proline nitrate.ChemistrySelect Reviews

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“…Далее полученный полупродукт вступает в конденсацию с 3,4-дигидронафта-лин-1(2Н)-оном. Последующая N-циклизация (14) и дегидратация (11, 12) ведут к образованию целевых бензохиназолинонов (7)(8)(9)(10).…”

Section: -10 2-4unclassified

“…При этом, согласно экспериментальным дын-ным и классическому механизму, в качестве продуктов выделены 3,4,5,6-тетрагидро-4-(4-R-фенил)бензо[h]хина золин-2(1H)-(ти)оны с использованием ионной жидкости хлорид сульфопиридиния [7] и 1-метил-3-(4-сульфобутил)имидазол-4-метилбензолсульфоната [8]. При термическом режиме проведения превращения с нитробензаль-дегидом и мочевиной в качестве катализаторов использовались: HCl, CuCl, CuCl 2 , I 2 [9].…”

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