[C16MPy]AlCl3Br: an efficient novel ionic liquid for synthesis of novel 1,2,4-triazolidine-3-thiones in water

Abstract

An efficient novel ionic liquid, [C₁₆MPy]AlCl₃Br has been synthesized and explored as a catalyst for an eco-friendly synthesis of novel 1,2,4-triazolidine-3-thiones in water at ambient temperature. A variety of aldehydes undergo smooth reaction with thiosemicarbazide and substituted thiosemicarbazides. In the case of substituted thiosemicarbazides the corresponding 1,2,4-triazolidine-3-thiones are obtained as products instead of 1,3,4-oxadiazoles. A broad variety of functional groups are tolerated and a large number of substrates can be applied with this protocol. Rapid eco-friendly reactions with high yields, use of ambient temperature and water as a solvent, easy work-up procedure as well as isolation of product, excellent catalyst recyclability, high atom economy, novelty of ionic liquid as well as the protocol are the auxiliary advantages of the protocol.