Abstract
The IR, UV, and PMR spectra of 5(4)-mercaptoimidazole-4(5)-carboxamide, 5(4)-hydroxyimldazole-4(5)-thiocarboxyamide, 5(4)-mercaptoimidazole-4(5)-thiocarboxamide, and the corresponding methyl derivatives were studied. It is shown that the mercaptoimidazoles obtained exist in the form of zwitterions in solution. The methylation of the mercapto- and hydroxyimidazoles with various methylating agents in solvents was investigated, and the reaction of the thioamides with hydrazine was carried out.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
V. A. Bakulev, V. S. Mokrushin, N. V. Polishchuk, I. A. Zhuravleva, G. M. Anoshina, T. É. Zubova, and Z. V. Pushkareva, Khim.-farm. Zh., No. 7, 58 (1981).
H. Yoshioka, K. Nakutsu, M. Hagashi, and K. Mizuno, Tetrahedron Lett., No. 46, 4031 (1975).
Y. Tarumi, G. Takebayashi, K. Moriguchi, T. Atsumi, T. Fukumaru, and H. Yamamoto, J. Heterocycl. Chem.,17, 1425 (1980).
V. A. Bakylev, V. S. Mokrushin, Z. V. Pushkareva, and N. V. Polishchuk, Khim. Geterotsikl. Soedin., No. 7, 986 (1979).
S. A. Shevelev, Usp. Khim., No. 10, 1773 (1970).
A. A. Volkova, K. L. V'yunov, A. I. Ginak, S. M. Ramsh, and E. G. Sochilin, Zh. Org. Khim.,8, 1718 (1979).
H. J. Dou, P. Nassunaly, and J. Metzger, Chim. Acta Turc.,7, 291 (1979); Chem. Abstr.,94, 15639 (1981).
Author information
Authors and Affiliations
Additional information
See [1] for Communication 10.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 957–962, July, 1982.
Rights and permissions
About this article
Cite this article
Bakulev, V.A., Mokrushin, V.S., Grishakov, A.N. et al. Synthesis and properties of analogs of 5(4)-aminoimidazole-4(5)-carboxamide and purines. 11. Investigation of the structure and reactivity of imidazolethioamides. Chem Heterocycl Compd 18, 731–736 (1982). https://doi.org/10.1007/BF00568953
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00568953