New 2-amino-4-aryl-3-(4,5-dihydro-lH-imidazol-2-yl)pyrano[3,2-h]quinolines have been prepared. Their cyclization with triethyl orthoformate, aldehyde, ketone and carbon disulfide afforded the corresponding imidazo[l,2-c]pyrimido[4,5:6,5]pyrano[3,2-h]quinolines. Also, a series of polycyclic heterocyclic containing condensed triazol and triazines have been prepared by cyclization of the hydrazino derivatives with formic acid and carbon disulfide (Scheme-1). Antifungal tests were also performed.
2-Amino -4-aryl-3(4,5 dihydro-lH-imidazol-2-yl)pyrano[3,2-h]quinoIines(2a-e) General Procedure:A mixture of l a _ e (0.01 mol), ethylenediamine (O.Olmol) and p.toluensulfonic acid monohydrate (0.012mol) was heated under reflux for 12h. The reaction mixture was made alkaline with a saturated aqueous solution of sodium carbonate and the preciptate was filtered off and recrystallized from proper solvent.
r J-Dihydroimidazo[l,2-c]pyrimido[4',5':6,5]pyrano[3,2-h]quinolines(3 I . e ) General Procedure :To a suspension of 2 Μ (0.01 mol) in triethyl orthoformate (0.018 mol), was added small of formic acid (0.5 ml), the mixture was heated under reflux for 7h. After cooling to rt the product was collected by filtration and recrystallized from proper solvent.