Collect. Czech. Chem. Commun. 1989, 54, 506-515

Synthesis and antimicrobial activity of some 3-oxo-3H-pyrido[3,2,1-kl]phenoxazine-2-carboxylic acids

Stanislav Rádl and Viktor Zikán

Research Institute for Pharmacy and Biochemistry, 130 60 Prague 3


Reaction of ethyl 1,4-dihydro-8-hydroxy-4-oxo-3-quinolinecarboxylates XIIIa-XIIIc with 2,4-dinitrochlorobenzene in N,N-dimethylformamide in the presence of sodium hydrogen carbonate yields appropriate ethyl 3-oxo-3H-pyrido[3,2,1-kl]phenoxazine-2-carboxylates XIVa-XIVc. Similar reaction of XIIIa and XIIIb in aqueous solution yields mixtures of the respective ester (XIVa and XIVb, respectively) and acid (XIVd and XIVe, respectively). Compounds XIVg-XIVj were prepared by usual methods. The compounds prepared were tested for their antimicrobial activity in vitro.