Abstract
The reaction of aldehydes and ketones with 1,2,4-trimethylthiosemicarbazide in chloroform in the presence of CF3COOH gives the corresponding 1,2,4-triazolidine-3-thiones, which in an excess of trifluoroacetic acid irreversibly and quantitatively recyclize to 2-imino-1,3,4-thiadiazolidine derivatives.
Similar content being viewed by others
Literature cited
M. Busch and H. Ridder, Ber., 30, 849 (1897).
M. Busch, E. Opfermann, and H. Walter, Ber., 37, 2318 (1904).
G. W. Evans and B. Milligan, Aust. J. Chem., 20, 1783 (1967).
K. N. Zelenin, V. V. Alekseev, O. V. Solod, O. B. Kuznetsova, and V. N. Torocheshnikov, Dokl. Akad. Nauk SSSR, 286, 1133 (1987).
A. S. Nakhmanovich, T. E. Glotova, T. N. Komarova, M. V. Sigalov, and L. S. Romanenko, Khim. Geterotsikl. Soedin., No. 10, 1421 (1990).
A. S. Nakhmanovich, T. E. Glotova, M. V. Sigalov, and V. Yu. Vitkovskii, Khim. Geterotsikl. Soedin., No. 5, 703 (1984).
Yu. B. Pisarskii, T. N. Komarova, and L. B. Medvezhonkova, Khim.-farm. Zh., 23, 1442 (1989).
I. Yamamoto, I. Abe, M. Nozawa, M. Kotani, J. Motoyoshiya, H. Gotoh, and K. Matsuzaki, J. Chem. Soc. Perkin Trans., No. 10, 2297 (1983).
A. Martvon, M. Uher, and S. Stankovsky, Collect. Czech. Chem. Commun., 42, 745 (1977).
K. A. Jensen, U. Anthony, B. Kägi, C. Larsen, and C. T. Pederson, Acta Chem. Scand., 22, 1 (1968).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 403–407, March, 1992.
Rights and permissions
About this article
Cite this article
Zelenin, K.N., Kuznetsova, O.B. & Alekseev, V.V. 1,2,4-Trimethyl-1,2,4-triazolidine-3-thiones and 3,4-dimethyl-2-methylimino-1,3,4-thiadiazolidines. Chem Heterocycl Compd 28, 340–343 (1992). https://doi.org/10.1007/BF00529383
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00529383