An efficient and expeditious synthesis of di- and monosubstituted 2-aminoimidazoles.
A microwave-assisted protocol was developed for the construction of di- and monosubstituted 2-aminoimidazoles. The two-step reaction involves the synthesis of N-(1H-imidazol-2-yl)acetamides from readily available alpha-haloketones and N-acetylguanidine, followed by deacetylation. Significant rate enhancement was observed for both steps of the protocol, and the overall reaction time was shortened to 20 min compared to 48 h of the conventional procedures. A representative set of di- and monosubstituted 2-aminoimidazoles was prepared using commercially available parallel reactors.
Soh
Chai Hoon
CH
Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore.
Chui
Wai Keung
WK
Lam
Yulin
Y
D000081:Acetamides / Q000138:chemical synthesis / Q000737:chemistry; D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013997:Time Factors
D000081:Acetamides; D000588:Amines; D007093:Imidazoles