scholarly journals Multicomponent Synthesis of Dimethyl 2-(2,4-Diamino-3- cyano-5H-chromeno[2,3-b]pyridin-5-yl)malonate

Molbank ◽  
10.3390/m1308 ◽  
2021 ◽  
Vol 2022 (1) ◽  
pp. M1308
Author(s):  
Yuliya E. Ryzhkova ◽  
Oleg I. Maslov ◽  
Michail N. Elinson

Dimethyl sulfoxide (DMSO) is widely used as a solvent in organic synthesis and in pharmacology because of its low cost, stability, and non-toxicity. Multicomponent reactions are a powerful synthetic tool for the rapid and efficient construction of complicated molecular frameworks. In this communication, the multicomponent transformation of salicylaldehyde, malononitrile dimer, and dimethyl malonate in DMSO at room temperature was carefully investigated to give dimethyl 2-(2,4-diamino-3-cyano-5H-chromeno[2,3-b]pyridin-5-yl)malonate with good yield. The structure of the new compound was established by means of elemental analysis and mass, nuclear magnetic resonance, and infrared spectroscopy.

Molecules ◽  
2021 ◽  
Vol 26 (22) ◽  
pp. 6839
Author(s):  
Yuliya E. Ryzhkova ◽  
Michail N. Elinson ◽  
Oleg I. Maslov ◽  
Artem N. Fakhrutdinov

Dimethyl sulfoxide is a widely used solvent in organic synthesis and in the pharmaceutical industry because of its low cost, stability, and low toxicity. Multicomponent reactions are an advanced approach that has become an efficient, economical, and eco-friendly substitute for the conventional sequential multi-step synthesis of various biologically active compounds. This approach was adopted for the synthesis of previously unknown 2-(2,4-diamino-3-cyano-5H-chromeno[2,3-b]pyridin-5-yl)malonic acids via transformation of salicylaldehydes, malononitrile dimer, and malonic acid. It was shown that the use of DMSO at room temperature makes it possible to synthesize previously unavailable compounds. The investigation of the reaction mechanism using 1H-NMR monitoring made it possible to confirm the proposed mechanism of the transformation. The structure of synthesized 5H-chromeno[2,3-b]pyridines was confirmed by 2D-NMR spectroscopy.


Molbank ◽  
10.3390/m1317 ◽  
2022 ◽  
Vol 2022 (1) ◽  
pp. M1317
Author(s):  
Yuliya E. Ryzhkova ◽  
Varvara M. Kalashnikova ◽  
Fedor V. Ryzhkov ◽  
Michail N. Elinson

Michael addition–halogenation–intramolecular ring-closing (MHIRC) reactions are processes in which a halogen atom as a leaving group can attach to substrates or reactants during the reaction, which then undergoes intramolecular ring closure. In this communication the MHIRC transformation of 4-benzylidene-3-phenylisoxazol-5(4H)-one and 1,3-dimethylbarbituric acid in the presence of N-bromosuccinimide and sodium acetate in EtOH at room temperature was carefully investigated to give novel 1,3-dimethyl-3′,5-diphenyl-1,5-dihydro-2H,5′H-spiro[furo[2,3-d]pyrimi- dine-6,4′-isoxazole]-2,4,5′(3H)-trione in a good yield. The structure of the new compound was confirmed by the results of elemental analysis as well as mass, nuclear magnetic resonance, and infrared spectroscopy.


2011 ◽  
Vol 181-182 ◽  
pp. 245-250
Author(s):  
Yuan Ming Huang

Soluble polypyrrole was obtained by naturally oxidizing pyrrole in air at room temperature for one to four years. Fourier transform infrared spectroscopy, nuclear magnetic resonance spectroscopy and ultraviolet-visible absorption spectroscopy were employed to characterize the chemical structures of the naturally oxidized polypyrrole. The electroluminescence from the naturally oxidized polypyrrole was recorded. The electroluminescence of the naturally oxidized polypyrrole was broad with its peak located at about 480 nm. Prototyped thin-film display panels were developed using the naturally oxidized polypyrrole as active medium.


2014 ◽  
Vol 915-916 ◽  
pp. 713-716
Author(s):  
Qing Zhang ◽  
Jing Tian ◽  
Zhi Qi Cao ◽  
Ru Xia Xu ◽  
Zhen Zhen Sun ◽  
...  

In this investigation, Schiff bases aluminum complex was synthesized and used as the initiator in the polymerization of D,L-lactide. The aluminum complex was characterized by infrared spectroscopy (IR), and nuclear magnetic resonance spectroscopy (NMR). The influences of different factors, including reaction time, reaction temperature, and the ratio of D, L-lactide/Al3+ on the synthesis of polylactide were described. The results showed that Schiff bases aluminum complex could be successfully applied in the ring opening polymerization. The optimum condition of the ring opening polymerization of D,L-lactide, which included D,L-lactide/Al3+ (mol/mol) ratio of 250, reaction temperature of 120 °C, and reaction time of 16 hours.


2008 ◽  
Vol 33 (4) ◽  
pp. 61-68 ◽  
Author(s):  
C. T. de Carvalho ◽  
A. B. Siqueira ◽  
E. Y. Ionashiro ◽  
M. Pivatto ◽  
M. Ionashiro

The 2-methoxycinnamylidenepyruvic acid (2-MeO-HCP) was synthesized and characterized for nuclear magnetic resonance (¹H and 13C NMR), mass spectrometry (MS), Infrared spectroscopy (FTIR) and differential scanning calorimetry (DSC). The application of DSC for purity determination is well documented in literature and is used in the analysis of pure organic compounds. The molecular geometry and vibrational frequencies of 2-MeO-HCP have been calculated.


ChemInform ◽  
2013 ◽  
Vol 44 (9) ◽  
pp. no-no
Author(s):  
J. Maziero ◽  
R. Auccaise ◽  
L. C. Celeri ◽  
D. O. Soares-Pinto ◽  
E. R. deAzevedo ◽  
...  

Sign in / Sign up

Export Citation Format

Share Document