Abstract
The treatment of 2,5,8-tri(2,4-dinitrophenyl)benzotristriazole, 2,7-di(2,4-dinitrophenyl)-4-nitrobenzo[1,2-d∶3,4-d′]bistriazole, and 4,4′-dicarboxy-5,5′-bis[2- (2,4-dinitrophenyl)-2H-1,2,3-triazole with sodium methylate leads to loss of the 2,4-dinitrophenyl group as 2,4-dinitroanisole and formation of benzotristriazole, 4-nitrobenzo[1,2-d∶3,4-d′]bistriazole, and 4,4′-dicarboxy-5,5′-bis-1H-1,2,3-triazole, respectively, in good yields.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
V. Chmatal, Z. I. Allan, and F. Muzik, Coll. Czech. Chem. Commun., 24, 484 (1959).
I. Z. Kondyukov, V. L. Korolev, G. Kh. Khisamutdinov, I. Sh. Abdrakhmanov, S. P. Smirnov, and A. A. Fainzil'berg, Abstracts of the Fifth All-Union Conference on the Chemistry of Nitrogen Heterocyclic Compounds [in Russian], Part 1, Chernogolovka (1991), p. 150.
T. Kompolthy, G. Bencz, and J. Deres, Hungarian Patent No. 164,312; Ref. Zh. Khim., 11R322 (1977).
L. I. Vereshchagin, V. M. Nikitin, I. I. Meshcheryakov, G. A. Gareev, L. P. Kirillova, and V. M. Shul'gina, Zh. Org. Khim., 25, No. 8, 1744 (1989).
R. A. Renfrow, M. J. Strauss, S. Cohen, and E. Buncel, Austral. J. Chem., 36, 1843 (1983).
J. M. Dust and E. Buncel, Can. J. Chem., 69, 978 (1991).
M. P. Schmidt and A. Hagenbocker, Ber., 54, 2191 (1921).
A. Beretta, Ann. Chim. Applicata, 16, 129 (1926).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1364–1367, October, 1993.
Rights and permissions
About this article
Cite this article
Samsonov, V.A., Volodarskii, L.B., Korolev, V.L. et al. Synthesis of benzotristriazole. 4-nitrobenzo[1,2-d:3,4-d′] bistriazole and 4,4′-dicarboxy-5,5′-1H-1,2,3-triazole. Chem Heterocycl Compd 29, 1169–1171 (1993). https://doi.org/10.1007/BF00538063
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00538063