W. Czuba
Sep 2, 2010
Citations
0
Influential Citations
7
Citations
Journal
Recueil des Travaux Chimiques des Pays-Bas
Abstract
When reacted with potassium amide in liquid ammonia both 3-bromo-and 4-bromo-1,5-naphthyridine are converted into a mixture containing 3-amino- and 4-amino-1,5-naphthyridine. The course of these reactions can be explained by a mechanism involving 1,5-naphthyridyne-3,4 as an intermediate. An abnormal reaction takes place during the aminations of 2-bromo-1,5-naphthyridine, a compound, C8H8N4, together with the chief product 2-amino-1,5-naphthyridine and 1,5-naphthyridine being formed. In the case of 3-bromo-2-ethoxy-1,5-naphthyridine an amination reaction afforded only 3-amino-2-ethoxy-1,5-naphthyridine. Syntheses of 3-bromo-2-ethoxy-1,5-naphthyridine and 3-amino-2-ethoxy-1,5-naphthyridine are described.