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

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 C2H5ONa 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-2H-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.

Automated summary

An unprecedented series of 2-imino-1,3-thiazolidin-4-ones were designed using a straightforward and efficient method. The differences in the resulting products under different reaction conditions were also discovered.