One‐Pot Synthesis of Disubstituted Urea from Carbon Dioxide, Propylene Oxide, and Amines Catalyzed by Imidazolium‐Tetraiodoindate

Publisher: John Wiley & Sons Inc

E-ISSN: 1229-5949|39|2|174-183

ISSN: 1229-5949

Source: BULLETIN OF THE KOREAN CHEMICAL SOCIETY (ELECTRONIC), Vol.39, Iss.2, 2018-02, pp. : 174-183

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Abstract

In this article, synthesis of 1,3‐disubstituted urea (DSU) from three component reagent systems comprising amine, carbon dioxide, and propylene oxide is described. DSU is synthesized in the presence of a variety of ionic liquids (ILs) with/without promoters. Among used ILs, 1‐butyl‐3‐methylimidazolium tetraiodoindateIII (represented as [Bmim][InI4]) is found to give the highest DSU product. A serious experiment clearly indicates that the tetraiodoindate anion plays an important role for the selective production of the DSU. Based on the in situ infrared spectroscopic studies, a plausible reaction mechanism for producing dicyclohexylurea from cyclohexylamine is proposed. The synthesis and characterization of [Bmim][InI4] are given in details. Moreover, the effect of reaction variables such as time, temperature, pressure, and the molar ratio of substrate to catalyst is also studied.