چكيده فارسي :
Ionic liquids have received significant interest in organic synthesis as catalyst because of their special properties such as low vapor pressure, excellent thermal and chemical stability, non flammability, tunable polarity, high ionic conductivity and immiscibility with certain organic solvents. Among the different ionic liquids, ammonium-based ionic liquids are considered to be the most promising and safer ionic liquids for further application in medical and pharmaceutical industries.Aliphatic ammonium-based ionic liquids are well known and have wonderful industrial uses due to their bioactivity and surface activity. Also, these ionic liquids are completely stabilized on exposure to air and water and easily prepared from cheap starting materials [1].
4H-Pyran and its derivatives represent the key building blocks of many natural products and constitute the core of valuable compounds exhibiting a wide range of pharmacological and biological activities such as anticancer, antimicrobial, antioxidant and antiproliferative properties [2]. In recent years, several methods have been reported for the One-Pot synthesis of 2-amino-3-cyano-4H-pyran scaffold via a three-component condensation of aldehydes and alkylmalonates with carbonyl compounds possessing a reactive α-methylene group in the presence of heterogenous and homogenous catalysts [3,4].
Tris(hydroxymethyl)methane ammonium hydrogensulphate [(THA)(HSO4)] was synthesized as a novel ionic liquid and characterized by various techniques such as 1H NMR, 13C NMR, FT-IR, MS, TGA and elemental analysis. [(THA)(HSO4)] ionic liquid was efficiently applied as an eco-friendly and recyclable catalyst for the One-Pot , three-component synthesis of 2-amino-3-cyano-4H-pyran derivatives in water. The most important advantages of this study are high yields, cleaner reaction profile, short reaction time, the avoidance of the organic solvents and easy work-up. In addition to the above-mentioned advantageous, the use of a recyclable nanocatalyst and water as a reaction medium are environmentally benign and cost-effective which makes our methodology proper for the industrial goals.
