Pozharskii, A. F. et al. published their research in Tetrahedron Letters in 1967 |CAS: 5709-67-1

The Article related to azobenzimidazoles, benzimidazoles, anti-infective agents, azo compounds, benzimidazoles, chemical phenomena, chemistry, chemistry, organic, nitrobenzenes, organic chemistry phenomena and other aspects.Related Products of 5709-67-1

Pozharskii, A. F.; Zvezdina, E. A.; Simonov, A. M. published an article in 1967, the title of the article was Unexpected formation of 2-nitro- and 2,2′-azobenzimidazoles.Related Products of 5709-67-1 And the article contains the following content:

Readily accessible 1-benzy-2-aminobenzimidazole (I) (CA 55: 16520f) treated with 2 moles Na in liquid NH3 yielded 60% of the expected 2-aminobenzimidazole (II) and 32% orange-red 2,2′-azobenzimidazole (III), m. >350°. With 4 moles Na in liquid NH3, 43% 2-nitrobenzimidazole (IV), m. 258°, and 55% III were produced. The structures of III and IV were established by reduction with Sn and HCl to II. IV is strongly acidic and gives a stable Na salt, m. 350°, readily alkylated to 1-alkyl-2-nitrobenzimidazoles. III is less acidic than IV and this facilitates their separation I is debenzylated with Na in liquid NH3 to give disodio (V) and trisodio (VI) derivatives, which when oxidized by atm. O gave III and IV. Treatment of I with 4 moles Na in liquid NH3 in a stream of dry N yielded 78% II. Treatment of 1-methyl- and 1-ethyl-2-aminobenzimidazoles with 4 moles Na in liquid NH3 gave only 1.5 and 0.7% of the corresponding 2,2′-azo derivatives, m. 289-90° (alc.) and 197° (EtOAc), resp. Sodio derivatives from 1-alkyl-2-aminobenzimidazoles gave the corresponding azo products only on long contact with air. The experimental process involved the reaction of 2-Nitro-1H-benzo[d]imidazole(cas: 5709-67-1).Related Products of 5709-67-1

The Article related to azobenzimidazoles, benzimidazoles, anti-infective agents, azo compounds, benzimidazoles, chemical phenomena, chemistry, chemistry, organic, nitrobenzenes, organic chemistry phenomena and other aspects.Related Products of 5709-67-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem