Reactivity of 2-Thiohydantoins Towards Various Electrophilic Reagents: Applications to the Synthesis of New 2-Ylidene-3,5-dihydro-4H-imidazol-4-ones.

Abstract

A new route to 5-(imidazolidin-2-ylidene)-2-methylsulfanyl-3,5-dihydro-imidazol-4-ones 4a-c using ketene dithioacetal intermediates 3a-c is described. Thereactivity of thiohydantoin derivatives 2a-c towards N,N-dimethylformamide diethylacetal(DMF-DEA) was also explored using solvent-free technique under microwave irradiation(μω). The 1H- and 13C-NMR spectra of some representative products are discussed.

Keywords

• Thiohydantoins
• ketene dithioacetal
• dimethylformamide diethylacetal
• microwave irradiation.