The synthesis of some 2, 4??disubstituted derivatives of quinolone??3??carboxylic acids and carbonitriles

…, A Haemers, W Bollaert, RA Dommisse…

Index: Leysen; Haemers; Bollaert; Dommisse; Esmans Journal of Heterocyclic Chemistry, 1987 , vol. 24, # 6 p. 1611 - 1616

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Citation Number: 4

Abstract

Abstract In order to prepare the 2-chloro derivative of oxolinic acid, ethyl 1-ethyl-1, 4-dihydro- 2-hydroxy-6, 7-methylenedioxy-4-oxo-3-quinolinecarboxylate was treated with phosphorus oxychloride. The compound obtained was the 4-chloro-2-oxo-quinoline. The structure was confirmed by 13 C nmr and mass spectral techniques. The 2-halocarbonitrile was obtained by a Sandmeyer reaction but could not be hydrolysed into the acid.