1. Laboratoire de Chimie Appliquée, Ecole Nationale de l'Industrie Minérale, BP 753, Agdal, Rabat, Morocco;2. Laboratoire de chimie des plantes et de synthèse organique et bioorganique, Département de chimie, Faculté des sciences, Rabat, Morocco;3. Groupe SUCRES, UMR 7565 Nancy‐Université, CNRS, BP 239, F‐54506 Vand?uvre‐lès‐Nancy, France;4. Laboratoire de chimie des polyméres et de synthèse organique, Faculté des Sciences Ben M'sik, Université Hassan II‐Mohammedia, Casablanca, Morocco
Abstract:
Seven new 5,7‐disubstituted oxine derivatives have been synthesized via a Mannich reaction between a sec. amine (e.g. piperidine, pyrrolidine, morpholine, or dibenzylamine,) and 5‐cyano or 5‐azidomethyl‐8‐hydroxyquinoline, which were respectively obtained by nucleophilic displacement of 5‐chloromethyl‐8‐hydroxyquinoline by cyanide or azide anions. In all cases, a single product was isolated in medium to fair yield and characterized on the basis of 1H and 13C‐NMR, MS and IR spectrometric data. The X‐ray structure of the product obtained from 5‐cyanomethyl‐8‐hydroxyquinoline and piperidine is also reported.
