title: Novel quinazoline ring synthesis by cycloaddition of N-arylketenimines with N,N-disubstituted cyanamides.
abstract: The reaction of N-aryl-substituted ketenimines with N,N-disubstituted cyanamides or (MeS)2C=N-CN under high pressure afforded 4-(N,N-disubstituted amino) or 4-(MeS)2C=N-substituted quinazoline derivatives, respectively. These products were formed by [4+2] cycloaddition between the aza-diene moieties of the N-arylsubstituted ketenimines and cyano groups. A 4-(unsubstituted amino)quinazoline derivative was synthesized by hydrolysis of the latter product.
authors.affiliation: National Institute of Advanced Industrial Science and Technology, Tsukuba Central 5, Ibaraki, Japan. m.shimizu@aist.go.jp
authors.forename: Masao
authors.initials: M
authors.lastname: Shimizu
authors.forename: Akihiro
authors.initials: A
authors.lastname: Oishi
authors.forename: Yoichi
authors.initials: Y
authors.lastname: Taguchi
authors.forename: Yasuo
authors.initials: Y
authors.lastname: Gama
authors.forename: Isao
authors.initials: I
authors.lastname: Shibuya
mesh_terms: D000577:Amides / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D011799:Quinazolines / Q000138:chemical synthesis*; D013057:Spectrum Analysis
chemical_list: D000577:Amides; D007097:Imines; D011799:Quinazolines