Microwave-assisted synthesis of new aryliminothiazolylidene- 2-thiazolidin-4-ones and their azarhodacyanines analogues

Abstract

 We here report an efficient microwave-assisted protocol for the synthesis of new arylimino-thiazolylidene-2-thiazolidin-4-ones 6 and their azarhodacyanines derivatives 7 with quantitative yield from 2'-(methylthio)-4'-oxo-3H,4'H-[2,5-bithiazolylidene]-3'-ium tosylates 5 and 2-arylimino-5-(thiazol-2(3H)-ylidene) thiazolidin-4-ones 6, respectively, using as starting material the 4-thiazoline-2-thiones 1 and 3-methyl-2-thioxo-1,3-thiazolidin-4-one 3. The transformation of the tosylate salts 5 into their arylimino derivatives 6 has not been reported to date.

Unravelling the synthetic and therapeutic aspects of five, six and fused heterocycles using Vilsmeier–Haack reagent

“…These compounds do not appear to function as established biochemical pathways of insect control because the exact method of action is still an anonymous (Scheme 25). In 2018, Soud et al 62 synthesized few thiazolinethione-5carbaldehyde from 4-thiazolinethione using V. H. reagent in ice-bath and further stirring the reaction mixture at room temperature for 1 hour followed by heating at 80 °C for 3 to 18 hours, in good to excellent yield. The resulting products could be served as crucial building blocks in the synthesis of a variety of heterocycles exhibited potent biological activity and have good predictions for usage in optoelectronics (Scheme 27).…”