65069-94-5Relevant academic research and scientific papers
A simple solid-phase synthesis of disubstituted guanidines using Rink amide resin as an amine component
Li, Min,Wilson, Lawrence J.,Portlock, David E.
, p. 2273 - 2275 (2001)
A practical solid-phase synthesis that simply uses Rink amide resin as an amine component in reacting with aromatic isothiocyanates and aliphatic amines to generate disubstituted guanidines is described. No special linker or guanylation reagents are involved in this method. The product is obtained in a 'traceless-linker' fashion and in high yield and purity when an electron-deficient isothiocyanate is employed.
Copper-catalysed C-H functionalisation gives access to 2-aminobenzimidazoles
Clark, Peter R.,Williams, Glynn D.,Tomkinson, Nicholas C. O.
supporting information, p. 7943 - 7955 (2019/09/06)
This paper describes the development, optimisation and exemplification of a copper-catalysed C-H functionalisation to form pharmaceutically relevant 2-aminobenzimidazoles from aryl-guanidines. High throughput screening was used as a tool to identify a catalytically active copper source, DoE was used for reaction optimisation and a range of aryl-guanidines were prepared and exposed to the optimum conditions to afford a range of 2-aminobenzimidazoles in moderate to good yields. The methodology has been applied to the synthesis of Emedastine, a marketed anti-histamine pharmaceutical compound, with the key cyclisation step performed on a gram-scale.
Direct synthesis of guanidines using di(imidazole-1-yl)methanimine
Wu, Yong-Qian,Hamilton, Sean K.,Wilkinson, Douglas E.,Hamilton, Gregory S.
, p. 7553 - 7556 (2007/10/03)
A direct synthetic approach to guanidine compounds is reported here using di(imidazole-1-yl)methanimine and di(imidazole-1-yl)cyanomethanimine as guanylating reagents.
A Versatile Synthesis of Novel N,N,N''-Trisubstituted Guanidines
Rasmussen, C. R.,Villani, F. J.,Reynolds, B. E.,Plampin, J. N.,Hood, A. R.,et al.
, p. 460 - 466 (2007/10/02)
N,N,N''-Trisubstituted guanidines (most of them N''-aryl-N-azacycloalkanecarboximidamides) are prepared in generally good yields by S-methylation of monosubstituted thioureas with methyl iodide in methanol or acetone and reaction of the resultant methyl c
