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The results of our previous investigations of furyl-substituted quinolonecarboxylic acids [ 1,2] revealed their high antibacterial activity depending on the character of the substiBlent in the quinolone cycle. Among the compounds studied, the maximum activity was observed for the quinolonecarboxylic acids containing nitrofuryl residues substituted in positions 6 and 7.In continuation of the previous work, we have synthesized a series of quinolonecarboxylic acids with different substituents including, besides the nitrofuryl residue, halogen atoms (F, CI) in various positions of the quinolone cycle. The initial compounds in the syntheses were represented by furylnitrobenzenes IIa-IId obtained by arylation of pyromucic acid with the corresponding nitroanilines followed by decarboxylation:CuO, A lla -lid la, Ila: R I = 2-C1; R 2 = 4-NO2; R 3 = 6-CI; Ib, lib: R t = 2-CI; R 2 = 4-NO2; R 3 = H; Ic, llc: R I ---2-C1; R 2 = 5-NO2; R 3 = H; Id, lid: R I = 2-F; R 2 = 5-NO2; R 3 = H.The target quinolonecarboxylic acids Villa-VIIId were synthesized by the scheme developed previously [1, 2]:

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