5027-85-0Relevant academic research and scientific papers
An ionic liquid gel: A heterogeneous catalyst for Erlenmeyer-Plochl and Henry reactions
Jagadale, Megha,Naikwade, Altafhusen,Salunkhe, Rajashri,Rajmane, Mohan,Rashinkar, Gajanan
, p. 10993 - 11005 (2018/07/06)
An ionic liquid gel has been prepared by entrapping 1-butyl-3-methylimidazolium hydroxide ([Bmim]OH) in an aqueous agar gel. The ionic liquid gel has been characterized by Fourier transform infrared (FT-IR), Fourier transform Raman (FT-Raman) spectroscopy, scanning electron microscopy (SEM), thermogravimetric analysis (TGA) and energy dispersive X-ray analysis (EDX). The ionic liquid gel has been successfully employed as a heterogeneous catalyst in the Erlenmeyer-Plochl reaction involving aldehydes, hippuric acid and acetic anhydride as well as in the Henry reaction between aldehydes and nitromethane in ethanol at room temperature. The heterogeneity of the ionic liquid gel has been confirmed by conducting hot filtration tests and leaching studies. Additionally, the ionic liquid gel could be easily recovered by simple filtration and reused five times without significant loss in catalytic activity.
Synthesis and biological activities of nicotinaldehyde based azlactones
Dayakar,Mounika,Rajkumar,Zehra,Murthy,Kalivendi, Shasi V.,Tiwari,China Raju
, p. 98 - 107 (2019/05/21)
A series of nicotinaldehyde based azlactones 3a-g, 6a-f, 11a-d, 16b-c, and 16e-f have been prepared and screened for their free radicals scavenging, a-glucosidase inhibitory and anti-proliferative activities on cell lines, namely lung adenocarcinoma (A549), human breast cancer (MCF7) and human epithelial cervical cancer (HeLa). Compound 3g is the most potent α-glucosidase inhibitor followed by compounds 6b and 6a. Compound 11b is the better DPPH and ABTS+radical scavenger. Compounds 11c-d and 16f show anti-proliferative activity on all the tested cell lines. However, compounds 16c and 16e display anti-proliferative activity on MCF7 and HeLa cell lines.
Greener approach: Ionic liquid [Et3NH][HSO4]-catalyzed multicomponent synthesis of 4-arylidene-2-phenyl-5(4H)oxazolones under solvent-free condition
Jadhav, Santosh A.,Sarkate, Aniket P.,Farooqui, Mazahar,Shinde, Devanand B.
, p. 1676 - 1683 (2017/09/08)
We have developed simple, greener, safer multicomponent synthesis series of 4-arylidene-2-phenyl-5(4H) oxazolones 4(a-r) catalyzed by Bronsted acid ionic liquid as triethylammonium hydrogen sulfate [Et3NH][HSO4] and catalytic amount of acetic anhydride and sodium acetate with excellent yields (90–99%). The protocol offers economical, environmentally benign, solvent-free conditions, and recycle–reuse of the catalyst and easily available starting as benzoyl chloride 1, amino acid 2 and a variety of aldehydes 3. The cyclization followed by condensation of benzoyl chloride, amino acid, and a variety of aldehydes catalyzed by ILs [Et3NH][HSO4] and catalytic amount of acetic anhydride and sodium acetate. The final products were confirmed by their characterization data such as FTIR, 1H-NMR, 13C-NMR, Mass, high-resolution mass spectra and were compared with its reported method.
A simple and efficient method for the synthesis of Erlenmeyer azlactones
Conway, Philip A.,Devine, Kevin,Paradisi, Francesca
experimental part, p. 2935 - 2938 (2009/05/30)
We have recently developed a novel and efficient method for synthesising Erlenmeyer azlactones under mild and rapid conditions. The reaction is performed by reacting 2-phenyl-5-oxazolone with an aldehyde in dichloromethane using alumina as a catalyst. The materials react instantly at room temperature, negating the need for high temperatures and long reaction times. We have successfully used this method for both aliphatic, aromatic and heteroaromatic aldehydes, synthesising previously unmade Erlenmeyer azlactones in moderate to high yields.
