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Green Synthesis and Biological Activity Investigation of New Pyrimidotriazinoazepines

Fariba Zamani Hargalani, Faezeh Shafaei, Samira Khandan, Faramarz Rostami‐Charati

2023Polycyclic aromatic compounds12 citationsDOI

Abstract

In this research, one-pot multicomponent reactions of isatins, electron deficient acetylenic compounds, α-haloketones, ammonium acetate, isocyanates and hydrazonoyl chlorides in aqueous media at room temperature was investigated for the production of novel derivatives of pyrimidotriazinoazepine in excellent yields. The synthesized pyrimidotriazinoazepines have OH and NH functional groups that have acidic hydrogen and show high antioxidant activity. These synthesized compounds also displayed antimicrobial activity by using the disk diffusion procedure and two Gram-positive and Gram-negative bacteria. The employed process for production of pyrimidotriazinoazepines has some benefits such as short time of reactions, excellent efficiency of product and easy separation of products.HighlightsIn medicinal chemistry, the heterocyclic compounds have a well-known subject due to having wide area of biological activities of these compounds. Therefore these compounds are very important and for the synthesis of these compounds existed many procedures.Multicomponent reactions (MCRs) is one of the process for the preparation of biological activities heterocyclic compounds with many benefits such as having atom economic, an useful and excellent efficiency in the generation of heterocyclic compounds relative to many stage reactions for preparation of organic compounds The present procedure avoids the use of toxic solvent.Azepines, which have a seven-membered aza-heterocyclic fused aromatic ring, are of interest because of their biological activity and use as building blocks for natural product synthesis and drug discovery.

Topics & Concepts

ChemistryAtom economyOrganic chemistryAmmonium acetateCombinatorial chemistryAntimicrobialSolventBiological activityPrimary (astronomy)Green chemistryNatural productCatalysisReaction mechanismIn vitroAstronomyHigh-performance liquid chromatographyBiochemistryPhysicsMulticomponent Synthesis of HeterocyclesSynthesis and biological activityPhenothiazines and Benzothiazines Synthesis and Activities
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