1-(2-Aminoethyl)-3-methylimidazolium imidazolide ([2-aemim]im, 3), a new amino-func- tion-alized basic ionic liquid with two basic groups individually located in cation and anion, was prepared and its structure was elucidated on the basis of the ESIMS and ¹H NMR spectra. The basicity of [2-aemim]im is related to not only the amino-functioned cation ([2-aemim]^＋), but also the imidazolide anion (im^－). The TG-DSC analysis indicated the high thermal stability of [2-aemim]im. For the one-pot three-component reactions of aromatic aldehydes, malononitrile and activated phenols in aqueous medium, the ionic liquid [2-aemim]im exhibited synergistically catalytic behavior between the cation and anion. And [2-aemim]im proved to be an active and universal catalyst for the reac-tions of different activated phenols and analogues such as 1-naphthol, 2-naphthol, resorcinol and dimedone to afford the corresponding substituted 2-amino-4H-benzo[h]chromenes (4a～4e), 2-amino-4H-benzo[f]chromenes (5a～5e), 2-amino-4H- chromenes (6a～6e) and 2-amino-4H-tetrahydrochromene (7a～7e). The ionic liquid could be reused for at least five recycles without appreciable loss of efficiency.

Key words: amino-functionalized, basic ionic liquid, 1-(2-aminoethyl)-3-methyl imidazolium imida-zolide, 2-amino-4H-benzo[h]chromene, 2-amino-4H-benzo[f]chromene, 2-amino-4H-chromene, 2-amino-4H-tetrahydrochromene