26292-53-5Relevant articles and documents
Diethylamine-based ionic liquids: quantum chemical calculations and experiment
Shmukler,Fedorova,Gruzdev,Fadeeva, Yu. A.,Safonova
, p. 2009 - 2019 (2019/12/23)
The structural and energetic characteristics of the compounds formed by the reaction of diethylamine (DEA) with protic acids (sulfuric (H2SO4), methanesulfonic (MsOH), trifluoromethanesulfonic (TfOH), and para-toluenesulfonic (TsOH)) were examined using quantum chemical computations (B3LYP-GD3/6-31++G(d,p)). The strength of the hydrogen bonds in the ion pairs formed was quantitatively estimated by the QTAIM theory and NBO analysis. The results of the quantum chemical computations and the obtained thermal (phase transition and decomposition temperatures) and physicochemical (viscosity and conductivity) characteristics indicate that the reactions of DEA with the acids afford salts. The salts with the melting points higher than 100 °C are formed in the case of DEA/OTf(OTs), while protic ionic liquids are produced in the case of DEA/OMs(HSO4).
[HSO4]-catalyzed eco-friendly and expeditious synthesis of thiazolidine and oxazolidine derivatives
Malla, Ali Mohammed,Parveen, Mehtab,Ahmad, Faheem,Azaz, Shaista,Alam, Mahboob
, p. 19552 - 19569 (2015/06/01)
The present study reports a facile and green approach for the synthesis of thiazolidine/oxazolidine derivatives 4(a-u) in excellent yields (92-98%) with high purity. The protocol involves a one-pot three-component reaction of substituted 1,3-diketones 1(a-g), cyanates 2(a-c) and ethylchloroacetate (3) in ionic liquid [Et3NH][HSO4] under solvent-free conditions. The notable feature of this pathway is that the ionic liquid possesses both catalytic as well as medium engineering capability in this protocol. Use of [Et3NH][HSO4] as a catalyst and an environmentally benign solvent eliminates the need for a volatile organic solvent and additional catalyst. This ionic liquid is air and water stable and easy to prepare from cheap amine and acid. The present synthetic route is a green protocol offering several advantages, such as excellent yield of products, mild reaction conditions, minimizing chemical waste, shorter reaction time, simple operational procedure, easy preparation of the catalyst and its recyclability up to five cycles without any noticeable loss in catalytic activity. The protocol is applicable to a broad substrate scope. The optimization of conditions carried out in the present study revealed that 20 mol% of ionic liquid catalyst under solvent-free conditions at 120 °C are the best reaction parameters for the synthesis of thiazolidine/oxazolidine derivatives in excellent yields. This journal is
