Dimethyl 2-(2,4-Diamino-3-cyano-5H-chromeno[2,3-b]pyridin-5-yl)malonate

Yuliya E Ryzhkova,Oleg I Maslov,Michail N Elinson

doi:10.3390/m1308

Yuliya E Ryzhkova, Oleg I Maslov + Show 1 more

Open Access

https://doi.org/10.3390/m1308

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Journal: Molbank	Publication Date: Dec 22, 2021
Citations: 1	License type: CC BY 4.0

Affiliation: N.D. Zelinsky Institute of Organic Chemistry

Abstract

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.

Highlights

IntroductionMulticomponent reactions (MCRs) are a powerful synthetic tool for the rapid and efficient construction of complicated molecular frameworks [3]
Multicomponent reactions (MCRs) are the best instrument for modern organic synthesis
Chromeno[2,3-b]pyridines are the important classes of heterocyclic compounds from the point of view of medicinal chemistry as well as industry

Summary

Introduction

Multicomponent reactions (MCRs) are a powerful synthetic tool for the rapid and efficient construction of complicated molecular frameworks [3]. The advantages of MCRs over multistep synthesis include atom-economy and step-efficiency, which reduce waste generation [4]. MCRs are the best instrument for modern organic synthesis. Chromeno[2,3-b]pyridines are the important classes of heterocyclic compounds from the point of view of medicinal chemistry as well as industry. The multicomponent synthesis of novel chromeno[2,3-b]pyridines is an important aim for modern organic chemistry. In the synthesis of chromeno[2,3-b]pyridines, both multistep classical and multicomponent approaches [13] are applied. We have already published different multicomponent transformations leading to chromeno[2,3-b]pyridines [14,15,16,17,18,19]

Results and Discussion

Reaction of the salicylaldehyde

Methods

General Methods

Conclusions