Chemosensors are prepared through a one pot, multicomponent organic synthesis and their activities are evaluated in a DMF : H₂O (1 : 9, v/v) solvent system. One chemosensor has demonstrated selectivity for Hg²⁺ by quenching the fluorescence intensity at 394 nm with enhancement at 460 nm. Thus, the sensor offers an interesting opportunity for the ratiometric determination of Hg²⁺ in a semi aqueous solvent system with a detection limit of 0.2 μM. The resultant mercury complex of the same sensor is evaluated for anion recognition properties. The metal complex is highly selective for the determination of chloride in a semi aqueous medium through a counterion displacement assay.