A Facile Synthesis of 2‐Alkyl‐3‐α‐carboxy‐α‐styryl/Heterylvinyl Quinazolin‐4(3H)‐ones and 3‐Arylidene/Heterylmethylidene‐4‐aroyl‐1h‐ [1,4]benzodiazepine‐2,5(3H,4H)‐diones and Their Transformation into Novel Heterocyclyl and Heterocyclo Analogues.

Condensation of 2-methyl-/2-ethyl- and 2-phenyl-/p-tolyl-4-arylidene-/heterylmethylidene-2-oxazolin-5-ones (γ-azlactones) 2 with o-aminobenzamide 1 in acetic acid resulted in the formation of two entirely different heterocyclic systems, differently substituted quinazoline compounds, 2-methyl-/2-ethyl-3-α-carboxy-α-styryl-/β-heteryl-α-carboxyvinyl-quinazolin-4(3H)-ones 3a–3e and 3′a–3′e and differently substituted 1,4-benzodiazepine compounds, 3-arylidene-/heteryl methylidene-4-aroyl-1H-[1,4]benzodiazepine-2,5(3H,4H)-diones 7a–7e and 7′a–7′e. Compounds 3a–3e and 3′a–3′e have been converted into compounds, 4a–4e and 4′a–4′e; 5a–5e, and 5′a–5′e; and 6a–6e and 6′a–6′e through different transformations. Benzodiazepines, 7a–7e and 7′a–7′e, on condensation with o-phenylenediamine have generated three novel heterocyclic systems 8a–8e and 8′a–8′e; 9a–9e and 9′a–9′e; and 10a–10e and 10′a–10′e. J. Heterocyclic Chem., (2012).