Process for preparing disubstituted urea and carbamate compounds from amines, carbon dioxide, and epoxides

摘要

The present disclosure relates to a method for preparing a disubstituted urea and carbamate compounds simultaneously through a one-pot reaction of an amine, carbon dioxide and an alkylene oxide compound in the presence of an ionic liquid-based complex catalyst system containing indium. In accordance with the present disclosure, a disubstituted urea and carbamate compounds can be prepared simultaneously at high yield. In addition, the ionic liquid-based catalyst containing indium according to the present disclosure is economical because it can be reused several times.

主权项

1. A method for preparing a disubstituted urea represented by Chemical Formula 1 and carbamate compounds represented by Chemical Formula 2 and Chemical Formula 3 simultaneously by reacting an amine represented by Chemical Formula 7, carbon dioxide, and an alkylene oxide compound represented by Chemical Formula 8 in the presence of an ionic liquid-based catalyst system containing indium, which is a complex catalyst system represented by Chemical Formula 6 comprising a main catalyst represented by Chemical Formula 4 and an alkali metal halide represented by Chemical Formula 5 as a promoter:
R1—NH2  [Chemical Formula 7] wherein R1 is a C2-C10 aliphatic alkyl group, a C4-C10 alicyclic alkyl group or a C5-C6 aryl group, wherein the terminal of the alkyl group or aryl group may be either substituted with a hydroxyl group, an acyl group, a carboxyl group, a halogen atom or an —NH2 group or unsubstituted; and R2 is a C1-C10 aliphatic alkyl group, a C4-C10 alicyclic alkyl group, a C5-C6 aryl group, a hydrogen atom, or a halogen atom
[Q][InX(4-n)Yn]  [Chemical Formula 4]MZ  [Chemical Formula 5][Q][InX(4-n)Yn]-MZ  [Chemical Formula 6] wherein [Q] stands for a cation of an ionic [InX(4-n)Yn] stands for an anion of the ionic liquid, and MZ stands for an alkali metal halide, wherein Q is imidazolium, phosphonium, ammonium, or pyridinium, X is Cl, Br, or I, Y is Cl or Br, M is an alkali metal, Z is Cl, Br, or I, and n is an integer from 0 to 3.