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Amine Addition to Carbodiimides as a Simple, Versatile Method for Obtaining Trisubstituted Guanidines

Authors: Vlk Lukáš | Chlupatý Tomáš | Samsonov Maksim Andreevich | Růžička Aleš

Year: 2022

Type of publication: ostatní - přednáška nebo poster

Page from-to: nestránkováno

Titles:

Language	Name	Abstract	Keywords
eng	Amine Addition to Carbodiimides as a Simple, Versatile Method for Obtaining Trisubstituted Guanidines	Guanidines, derivatives of Guanidine HN=C(NH2)2, have found many industrial applications (sweeteners, rubber additives and pharmaceuticals) as well as uses in chemistry as basic/nucleophilic reagents or catalysts, recognition agents, polymerization initiators or precursors to guanidinium cations serving as building blocks in non-linear optical materials.1 The nature of the central CN3 moiety allows up to five-fold substitution, offering considerable steric and electronic variability of the molecule. Synthetic pathways leading to desired products often suffer from limited range of substrates/products, hardly obtainable guanylating agents, sensitive, expensive, or toxic catalysts.1,2 A direct addition of amines onto a cumulated system of N=C=N bonds of carbodiimides has not been widely used, despite being the most atom-economic pathway. Here we utilize this approach into a simple, universal method for the synthesis of trisubstituted guanidines. In case of low reactive substrates, the reaction was catalysed using hydrogen chloride.