Synthesis and screening of quinolone antibiotic isosteres

M Shaban, OM Al Badry, AM Kamala…

Index: Shaban, Mohamed A.; Al Badry, Ossama M.; Kamal, Aliaa M.; El-Gawad, Mohamd Abd El Wahap Abd Journal of Chemical Research, 2008 , # 12 p. 715 - 718

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Abstract

Condensation of either 4-(benzothiazol-2-yl) phenylamine 1 or 4-amino-2-(benzothiazol-2- yl)-phenol 2 with ethyl cyanoethoxyacrylate or diethyl ethoxymethylenemalonate (EMME) followed by intra molecular thermal cyclisation results in substituted quinolones which upon alkylation then base-hydrolysis yielded the target compounds 6-(benzothiazol-2-yl)-1-alkyl-4- oxo-1, 4-dihydroquinoline-3-carboxylic acid (3a, b); 7-(benzothiazol-2-yl)-1-alkyl-4-oxo-1, ...