Kaczmarek, Lukasz; Nantka-Namirski, Pawel published an article in 1979, the title of the article was Bipyridines. XI. Synthesis of 4,5-diazacarbazole.Category: pyridine-derivatives And the article contains the following content:
3,3′-Dinitro-2,2′-bipyridine (I) was reduced with SnCl2 in concentrated HCl to give 71% 3,3′-diamino-2,2′-bipyridine (II), which was also prepared in 34% yield by heating 2-chloro-3-acetylaminopyridine with Cu in DMF and subsequently deacetylating the product in acidic medium. Hydrogenation of I (Pd/C, 2.5 atm) converted both NO2 groups into NHOH groups in 79% yield; subsequent cyclization in polyphosphoric acid at 300° gave 77% III. II with H2SO4-HNO3 gave 40% IV (R = NO2), with PhNCO, 94% IV (R = CONHPh), with Ac2O, 65% IV (R = Ac, V), with CS2, 25% VI, and with ZnCl2 at 350-400°, 55% VII. V was converted in 70% yield into the N,N’-dioxide by the action of 3-ClC6H4CO3H. in vivo Biol. tests with sarcoma 180 and leukemias were neg. The experimental process involved the reaction of [2,2′-Bipyridine]-3,3′-diamine(cas: 75449-26-2).Category: pyridine-derivatives
The Article related to bipyridinediamine preparation reaction, diazacarbazole, dipyridopyrazine, dipyridodiazepinethione, dipyridopyrrole, neoplasm inhibitor bipyridinediamine derivative, Heterocyclic Compounds (More Than One Hetero Atom): Pyridazines, Cinnolines, and Phthalazines and other aspects.Category: pyridine-derivatives