Abstract
The reaction of rhodanine with P2S5 in various solvents was investigated with a view to converting the CO group to CS. Using dry dioxane, a 90% yield of the hitherto unknown thiazolidine-2, 4-dithione (thiorhodanine I) was obtained, distinguished by having a quite active methylene group, which readily coupled with diazonium salts in neutral solutions, as well as condensing with aldehydes in methanol. It was very readily oxidized. Its 4-thione group condensed with amines. A qualitative test for I was reaction with p-dimethylaminobenzaldehyde to give an intense red color. 5-Arylidene-5-arylazo and 4-arylimino derivatives of I have been isolated.
Similar content being viewed by others
References
S. N. Baranov, ZhOKh, 31, 512, 1961.
H. C. Carrington, J. Chem. Soc., 681, 1947.
L. Long, C. Miller, and H. Trautman, J. Am. Chem. Soc., 70, 902, 1948.
J. M. Nys and T. H. Ghys, C. A., 52, 10776, 1958.
T. Johnson and L. Chernoff, J. Am. Chem. Soc., 34, 1208, 1912.
A. P. Grishchuk, T. E. Gorizdra, I. D. Komaritsa, and S. N. Baranov, Author's Certificate 172808, 1965.
N. M. Turkevich, N. K. Ushenko, and I. I. Kuz'mak, Ukr. khim. zh., 14, 126, 1949.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Grischuk, A.P. Azolidine-4-thiones, their derivatives and analogs. Chem Heterocycl Compd 2, 267–270 (1967). https://doi.org/10.1007/BF00742364
Issue Date:
DOI: https://doi.org/10.1007/BF00742364