Abstract
(1) By the application of potassium cyanide and the corresponding acyl chloride to 1, 6-naphthyridine (II) in methylene chloride-water or in aqueous solvent, Reissert compounds (V-VII) were obtained. Reaction of II with potassium cyanide and benzoyl chloride afforded a Reissert compound (VIII) not possessing a cyano group. (2) Application of benzenesulfonyl chloride or methylsulfonyl chloride and potassium cyanide to II afforded desulfonylated compound (IV) in either case. (3) Reaction of II with potassium cyanide and N, N-diphenylcarbamoyl chloride gave IX. Structure of these Reissert compounds (IV to IX) was examined through nuclear magnetic resonance and ultraviolet spectra, and their antibacterial activity was tested.
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