Abstract
The Mannich reaction in a number of 6-(2-furyl)-substituted imidazo[2,1-b]thiazoles is realized initially in the 5 position of the imidazothiazole system, whereas it is also realized in the 5 position of the furan ring in the presence of excess reagents if the latter position is not substituted. Iodomethylation occurs at the N7 atom of imidazothiazole. The Mannich bases of 6-(5-nitro-2-furyl)imidazo[2,1-b]thiazole are iodomethylated only at the aminomethyl group. The pKa values of the series of compounds were measured.
Similar content being viewed by others
Literature cited
N. O. Saldabol, L. L. Zeligman, and S. A. Giller, Khim. Geterotsikl. Soedin., 818 (1971).
L. Almirante, L. Polo, A. Mugnaini, E. Provincial, R. Rugarli, A. Gamba, A. Olivi, and W. Murmann, J. Med. Chem., 9, 29 (1966).
J. P. Paolini and L. J. Lendvay, J. Med. Chem., 12, 1031 (1969).
A. Albert, in: Physical Methods in the Chemistry of Heterocyclic Compounds, Academic Press (1963).
M. Paul and F. Long, Chem. Rev., 57, 1 (1957).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1208–1211, September, 1975.
Rights and permissions
About this article
Cite this article
Saldabol, N.O., Zeligman, L.L. & Ritevskaya, L.A. Mannich bases and methiodides of 6-(2-furyl)imidazo[2,1-b]thiazole and its substituted derivatives. Chem Heterocycl Compd 11, 1051–1054 (1975). https://doi.org/10.1007/BF00471294
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00471294