"Polyethylene Glycol-400 Used as Phase Transfer Catalyst for One-Pot Synthesis of 2-Amino-3- Cyanopyridine Derivatives Under Aqueous Conditions"

Abstract

A green, multicomponent reaction method for the synthesis of 2-amino-3-cyanopyridine derivatives is developed by using Poly Ethylene Glycol (PEG-400) as phase transfer catalyst under aqueous conditions. Utilizing this protocol, 2-amino-3-cyanopyridines (5a-l) are synthesized by condensation followed by reactions of benzaldehyde, malononitrile, acetophenone and ammonium acetate. The prominent points for the present methodology are the use of a green solvent, cleaner reaction profile, efficiency, simplicity, easy work-up, excellent yields and recyclability of the solvent and final agreement with green chemistry protocols.

Synthesis, Cytotoxicity, and Photophysical Investigations of 2-Amino-4,6-diphenylnicotinonitriles: An Experimental and Theoretical Study

“…IR spectra were recorded using a Jasco FT/IR-6600 spectrometer (Tokyo, Japan). NMR spectra were obtained using a Bruker 700 MHz NMR spectrometry instrument (Zurich, Switzerland); 1 H NMR, 13 C NMR, and 2D spectra were determined on a Bruker (700 MHz). Chemical shifts are expressed as δ values (ppm) using tetramethyl silane (TMS) as an internal reference.…”

“…The reagents were RPMI-1640 medium, MTT, and DMSO (Sigma Co., St. Louis, MO, USA), as well as fetal bovine serum (GIBCO, Cambridge, UK). The cell lines (MDA-MB-231, association number HTB-26 ™ ; and MCF-7, association number HTB-22) were obtained 13…”

“…The following supporting information can be downloaded at https: //www.mdpi.com/article/10.3390/molecules29081808/s1, 1 H-NMR, 13 C-NMR, and mass spectra of compounds 1-6. TD-DFT calculation raw files.…”

“…This approach offers the advantages of simplicity and environmentally friendly characteristics [8][9][10]. Water has also been utilized as a reaction medium for synthesizing these compounds, providing a greener alternative [11][12][13][14]. Microwave irradiation [6,[15][16][17] and ultrasonic irradiation [18,19] have also been employed as energy Molecules 2024, 29, 1808 2 of 19 sources to expedite the reaction and enhance the yield and efficiency of the synthesis of APNs.…”

“…Molecules 2024, 29, x FOR PEER REVIEW 2 of 20 also been utilized as a reaction medium for synthesizing these compounds, providing a greener alternative [11][12][13][14]. Microwave irradiation [6,[15][16][17] and ultrasonic irradiation [18,19] have also been employed as energy sources to expedite the reaction and enhance the yield and efficiency of the synthesis of APNs.…”