Synthesis of 4(3H)quinazolinimines by reaction of (E)-N-(aryl)-acetimidoyl or -benzimidoyl chloride with aminesElectronic supplementary information (ESI) available. CCDC 1008256-1008260 and 1057208. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5ob00444f

• Main Authors: Quintero, Celso, Valderrama, Mauricio, Becerra, Alexandra, Daniliuc, Constantin G, Rojas, Rene S
• Format: Article
• Language: English
• ISSN: 1477-0520; 1477-0539
• DOI: 10.1039/c5ob00444f

An efficient one-step method to access 4(3 H )quinazolinimines by reaction of phenylchloroimines with 2-aminobenzonitrile is described. The reaction of ( E )- N -(2-cyanophenyl)benzimidoyl chloride with substituted anilines that yields a number of their corresponding C2, N3-substituted quinazoliniminium chlorides or neutral products is also reported. These methods provide direct and flexible access to diverse substituted iminoquinazolines substituted at the C2, N3-positions. All the new compounds were fully characterized and six examples are given with their single-crystal X-ray structure. The reaction of ( E )- N -(2-cyanophenyl)benzimidoyl chloride with substituted anilines, chiral amines, or diamine, getting fused quinazoliniminium heterocyclic compounds under mild reaction conditions.