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One‐pot multicomponent designing of novel 2‐imino‐4‐arylidene‐1,3‐thiazolidin‐4‐one

Amer A. Amer, Antar A. Abdelhamid, Amany Sh. Elnakeeb, H. Salah

2022Journal of Heterocyclic Chemistry12 citationsDOI

Abstract

Abstract An unprecedented series of 2‐imino‐1,3‐thiazolidin‐4‐ones were designed by straightforward and dynamic technique via one‐pot three‐component reaction of isothiocyanatobenzene, primary amines, ethyl bromoacetate and/or phenacylbromide. Furthermore, we found that the reaction between 2‐imino‐1,3‐thiazolidin‐4‐one and arylidenemalononitrile using of C 2 H 5 ONa as catalyst gave the corresponding 3‐(2‐phenylethyl)‐5‐(4‐arylidene)‐2‐(phenyl imino)‐1,3‐thia‐zolidin‐4‐one instead of 5‐amino‐7‐aryl‐3‐(2‐phenylethyl)‐2‐(phenylimino)‐3,7‐dihydro‐2 H ‐6‐carbonitrile. The identical molecules were designed through other routes via the reaction of 2‐imino‐1,3‐thiazolidin‐4‐one with the corresponding aryl carbaldehyde.

Topics & Concepts

ChemistryArylEthyl bromoacetateCatalysisMoleculeMedicinal chemistryReaction conditionsComponent (thermodynamics)Combinatorial chemistryStereochemistryOrganic chemistryPhysicsThermodynamicsAlkylSynthesis of heterocyclic compoundsSynthesis and Characterization of Heterocyclic CompoundsMulticomponent Synthesis of Heterocycles
One‐pot multicomponent designing of novel 2‐imino‐4‐arylidene‐1,3‐thiazolidin‐4‐one | Litcius