Synthetic antibacterials. VII. N-(1,8-naphthyridin-7-yl)methylenamine derivatives.

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Treatment of ethyl 1, 4-dihydro-1-ethyl-7-methyl-4-oxo-1, 8-naphthyridine-3-carboxylate (1) with selenium dioxide afforded a mixture of ethyl 1, 4-dihydro-1-ethyl-7-formyl-4-oxo-1, 8-naphthyridine-3-carboxylate (2) and 1, 4-dihydro-1-ethyl-7-formyl-4-oxo-1, 8-naphthyridine-3-carboxylic acid (3). Condensation of 2 or 3 with respective amines provided the corresponding N-(1, 4-dihydro-3-ethoxycarbonyl-1-ethyl-4-oxo-1, 8-naphthyridin-7-yl) methylenamine (4-15) and N-(3-carboxy-1, 4-dihydro-1-ethyl-4-oxo-1, 8-naphthyridin-7-yl) methylenamine (16-27), respectively. These compounds were tested for in vitro antibacterial activity.

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