title: Preparation of 2-aminopyridoimidazoles and 2-aminobenzimidazoles via phosphorus oxychloride-mediated cyclization of aminoureas.
abstract: The novel preparation of 2-aminopyridoimidazoles and 2-aminobenzimidazoles via the cyclization of (2-aminopyridin-3-yl)urea and (2-aminophenyl)urea substrates in the presence of phosphorus oxychloride is described. This methodology is demonstrated for a range of urea substrates with aminoimidazole products obtained in good yields and with excellent levels of purity.
authors.affiliation: Department of Chemistry, Analytical and Biological Chemistry Research Facility, University College Cork , Cork, Ireland.
authors.forename: Rebecca E
authors.initials: RE
authors.lastname: Deasy
authors.forename: Catherine N
authors.initials: CN
authors.lastname: Slattery
authors.forename: Anita R
authors.initials: AR
authors.lastname: Maguire
authors.forename: Douglas P
authors.initials: DP
authors.lastname: Kjell
authors.forename: Mai Khanh N
authors.initials: MK
authors.lastname: Hawk
authors.forename: Jung Min
authors.initials: JM
authors.lastname: Joo
authors.forename: Rui Lin
authors.initials: RL
authors.lastname: Gu
authors.forename: Humphrey
authors.initials: H
authors.lastname: Moynihan
mesh_terms: D000631:Aminopyridines / Q000138:chemical synthesis* / Q000737:chemistry; D001562:Benzimidazoles / Q000138:chemical synthesis*; D002384:Catalysis; D003500:Cyclization; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D014508:Urea / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: C000592682:(2-aminophenyl)urea; C000592681:(2-aminopyridin-3-yl)urea; D000631:Aminopyridines; D001562:Benzimidazoles; D007093:Imidazoles; D014508:Urea; C027391:2-aminobenzimidazole