NAPHTHYRIDINE CHEMISTRY .9. BROMINATION AND AMINATION OF 1,X-NAPHTHYRIDINES

The bromination and amination of the 1,X-naphthyridines are reported. The bromination of 1,5-naphthyridine gave the 3-bromo- and the 3,7-dibromo-1,5-naphthyridine. The 3-bromo-, 8-bromo-, and 3,8-dibromo- 1,6-naphthyridines were obtained from 1,6-naphthyridine. The 1,7-naphthyridine afforded the 5-bromo and the 3,5-dibromo derivatives. The 3-bromo- and the 3,6-dibromo-1,8-naphthyridines were obtained from 1,8-naphthyridine. The Chichibabin amination of the 1,5-, 1,6-, and 1,8-naphthyridines yielded the 2-amino derivative in each case. The 1,7-naphthyridine gave the 8-amino compound. © 1968, American Chemical Society. All rights reserved.