engleski

Synthesis of some 2H-pyrone and ferrocene containing heterocyclic systems

Reactions of ethyl 2-hydroxy-4-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-4-oxobut-2-enoate (1) with o-phenylenediamine, 3, 4-dimethyl- or 3, 4-dichloro-o-phenylenediamine gave mixtures of the corresponding 3-[2-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-2-oxoethylidene]-1, 2, 3, 4-tetrahydroquinoxa-lin-2-ones (2), ethyl 4-(o-aminophenylimino)-2-hydroxy-4-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-but-2-enoate (3), ethyl 4-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-5H-1, 5-benzodiazepine-2-carboxylates (4), and ethyl 2-hydroxy-3-[3-methyl-1-oxo-1H, 5H-pyrano[4, 3-b][1, 5]benzodiazepin-11-yl]prop-2-enoates (5). By the action of 3-amino-1-phenyl-2-pyrazolin-5-one on 1 ethyl 2-phenyl-4-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-3-oxo-3-pyrazolino[3, 4-b]pyridine-6-carboxylate (6) was obtained. Reactions of ethyl 4-ferro-cenyl-1, 4-dioxobutanoate (8) and o-phenylenediamine gave a mixture of 3-(2-ferrocenyl-2-oxoethylidene)-1, 2, 3, 4-tetrahydro-quinoxalin-2-one (9) and ethyl 4-ferrocenyl-1, 5-benzodiazepine-2-carboxylate (10).

ethyl 2-hydroxy-4-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-4-oxobut-2-enoate; o-phenylenediamine

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