1,6- and 1,7-Naphthyridines IV. Synthesis of hydroxycarboxamide derivatives

Article

Authorship

Blanco, María de Las Mercedes ; Schapira, Celia B. ; LEVIN, GUSTAVO JAVIER ; Perillo, Isabel Amalia

Date

2005

Publishing House and Editing Place

Heterocorporation

Magazine

JOURNAL OF HETEROCYCLIC CHEMISTRY, vol. 42 (pp. 493-502) Heterocorporation

Summary Information provided by the agent in SIGEVA

A series of 8-hydroxy-1,6-naphthyridin-5(6H)-one-7-carboxamides 1 and the isomeric 5-hydroxy-1,7-naphthyridin-8(7H)-one-6-carboxamides 2 were synthesized. N-Lactam unsubstituted compounds 1a-c and 2a,b were obtained by alkoxide-induced rearrangement of the corresponding quinolinimidoacetamides 3. Compounds 1e,f and 2e,f were synthesized by heterocyclization of the corresponding quinolinamic esters 6 and 7. Spectroscopic properties (uv, ir, 1H and 13C nmr and ms) were analyzed and confirmed the ... A series of 8-hydroxy-1,6-naphthyridin-5(6H)-one-7-carboxamides 1 and the isomeric 5-hydroxy-1,7-naphthyridin-8(7H)-one-6-carboxamides 2 were synthesized. N-Lactam unsubstituted compounds 1a-c and 2a,b were obtained by alkoxide-induced rearrangement of the corresponding quinolinimidoacetamides 3. Compounds 1e,f and 2e,f were synthesized by heterocyclization of the corresponding quinolinamic esters 6 and 7. Spectroscopic properties (uv, ir, 1H and 13C nmr and ms) were analyzed and confirmed the proposed structures.