Abstract
The β-isothiocyanato-ketone 1 reacts with substituted hydrazines (2) in alkaline solution to form 2-alkyl-5,6-dihydro-(2H)-1,2,4-triazepine-3(4H)-thiones (3); the intermediate thiosemicarbazide derivatives (6), formed by addition of the hydrazine derivatives to the isothiocyanate group, could be isolated. CH3I and BrCH2COOC2H5 alkylate3 at sulfur, and the fusedring compounds14 and16 were isolated.
Similar content being viewed by others
Literatur
G. Zigeuner, A. Fuchsgruber undF. Wede, Mh. Chem.106, 1495 (1975).
G. Zigeuner, G. Gübitz undV. Eisenreich, Mh. Chem.101, 1686 (1970).
H. G. Hege, Dissertation 1973, Universität Karlsruhe.
D. L. Trepanier undE. P. Krieger, J. Heterocycl. Chem.7, 1231 (1970).
J. D. S. Goulden, J. Chem. Soc. [London]1954, 997.
Author information
Authors and Affiliations
Additional information
Herrn Prof. Dr. Dr. h. c.K. E. Schulte zum 65. Geburtstag gewidmet.
Dissertation 1976, Universität Heidelberg.
R. Neidlein undW. D. Ober, Mh. Chem.107, 1241 (1976).
Rights and permissions
About this article
Cite this article
Neidlein, R., Ober, WD. Synthesen von Siebenerringsystemen aus substituierten Isothiocyanaten und Hydrazinen. Monatshefte für Chemie 107, 1251–1258 (1976). https://doi.org/10.1007/BF00903814
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00903814