Abstract
A study is made of the action of sulfur on halogen derivatives of iso- and n-propylbenzene, with 1–3 chlorine or bromine atoms at various places in the side chain. Reaction of sulfur with α-chlorocumene, α, β-dichlorocumene, and α, β, β-trichlorocumene and mixtures of these, proves to be a new convenient method of preparing 4-phenyl-1,2-dithio-3-thione (40% yield). Sulfuration of mono-, di- and tri-exo-halogen derivatives of n-propylbenzene gives 5-phenyl-1,2-dithiol-3-thione in 11–18% yield.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
M. G. Voronkov and F. D. Faitel'son, KhGS, [Chemistry of Heterocyclic Compounds], 245, 1966.
Hercules Powder Co, British Patent, 900805, 1962; C. A., 61, 3113, 1964.
L. E. Carosino, United States Patent, 3109772, 1963; C. A., 60, 2933, 1964.
W. R. Diveley, K. Brack and A. D. Lohr, J. Agr. Food Chem., 12, 251, 1964.
A. Lüttringhaus, H. B. König and B. Böttcher, Ann., 560, 201, 1947.
L. Legrand, Y. Mollier and N. Lozac'h, Bull., 327, 1953.
L. Jirousek and L. Starka, Coll. Czechosl. Chem. Comm., 24, 1982, 1959.
M. G. Voronkov and A. S. Broun, DAN, 59, 1437, 1948.
M. G. Voronkov, A. S. Broun, and G. B. Karpenko, ZhOKh, 19, 395, 1949.
E. K. Fields, J. Am. Chem. Soc., 77, 4255, 1955.
M. G. Voronkov and T. V. Lapina, KhGS, [Chemistry of Heterocyclic Compounds], 342, 1965.
M. G. Voronkov and V. E. Udre, KhGS [Chemistry of Heterocyclic Compounds], 148, 1965.
M. G. Voronkov and V. E. Udre, KhGS [Chemistry of Heterocyclic Compounds], 683, 1965.
M. G. Voronkov, Izv. AN LatvSSR, 3, 33, 1965.
L. Legraud and N. Lozac'h. Bull., 1686, 1959.
F. Boberg, Angew. Chem., 72, 629, 1960.
F. Boberg, Ann., 679, 109, 1964.
M. C. Ford and W. A. Waters, J. Chem. Soc., 1851, 1951.
R. Truffault, Bull., 5, 726, 1939.
I. P. Losev, O. V. Smirnova, and T. A. Pfeifer, ZhOKh, 21, 668, 1951.
C. D. Nenitzescu and D. A. Išacescu, Ber., 66, 1100, 1933.
G. Errera, Gaz. Chim. ital., 16, 313, 1886.
J. C. Mackenzie, G. S. Myers, G. N. R. Smart, and G. F. Wright, Canad. J. Res. (B) 26, 138, 1948.
D. Pressman and W. G. Young, J. Am. Chem. Soc., 66, 705, 1944.
H. Gilman and S. A. Harris, Rec. trav. chim., 50, 1052, 1931.
Author information
Authors and Affiliations
Additional information
For Part XII see [1].
Rights and permissions
About this article
Cite this article
Voronkov, M.G., Lapina, T.V. & Popova, E.P. Study of the reaction of sulfur with organic compounds. Chem Heterocycl Compd 3, 510–512 (1967). https://doi.org/10.1007/BF00481586
Issue Date:
DOI: https://doi.org/10.1007/BF00481586