Studies on the Imidazo[1, 2-α]pyridinic System : Synthesis of Pyrido[1', 2', : 1, 2]imidazo[5, 4-d][1.3]-benzodiazepines

Abstract

3-Nitroso-2(2-nitrophenyl)imidazo[1, 2-α]pyridine was converted to its diamino derivative (5) and the open-chain compound 2-N(2-pyridyl)benzimidoyl cyanide (6). Compound 5 was condensed with triethyl orthoformate or 2-chlorobenzaldehyde to afford the pyrido[1', 2' : 1, 2]imidazo[5, 4-d][1.3]benzodiazepines (7a, b). X-Ray crystallographic analysis confirmed the structure of 7a. The structure of 7b was assigned by two-dimensional nuclear magnetic resonance techniques, ¹H-¹H and ¹³C-¹H correlatino spectroscopy.