Abstract
It was shown that cyanamide can successfully be used in reactions of nucleophilic substitution of hydrogen with 1,2,4-triazin-4-oxides in the presence of a base to give 5-cyanoimino-1,2,4-triazines. It was found by13C NMR spectroscopy that these compounds and their alkylation products at the cyclic nitrogen atom exist in the form of 5-cyanoimino-2,5-dihydro-1,2,4-triazines.
This is a preview of subscription content, log in via an institution to check access.
References
D. N. Kozhevnikov, V. L. Rusinov, and O. N. Chupakhin,Usp. Khim., 1998,67, 707 [Russ. Chem. Rev., 1998,67, 633 (Engl. Transl.)].
D. N. Kojevnikov, E. N. Ulomsky, V. L. Rusinov, O. N. Chupakhin, and H. Neunhoeffer,Mendeleev Commun., 1997, 66.
A. Rykowski and H. C. van der Plas,Synthesis, 1985, 884.
O. N. Chupakhin, V. N. Kozhevnikov, D. N. Kozhevnikov, and V. L. Rusinov,Zh. Org. Khim., 1998,34, 423 [Russ. J. Org. Chem., 1998,34 (Engl. Transl.)].
O. N. Chupakhin, V. N. Charushin, and H. C. van der Plas,Nucleophilic Aromatic Substitution of Hydrogen, Academic Press, New York, 1994, 367 pp.
H. Neunhoeffer, F. Weischedel, and V. Bohnisch,Liebigs Ann. Chem., 1971,750, 12.
D. N. Kozhevnikov, V. N. Kozhevnikov, V. L. Rusinov, O. N. Chupakhin, E. O. Sidorov, and N. A. Klyuev,Zh. Org. Khim., 1998,34, 423 [Russ. J. Org. Chem., 1998,34 (Engl. Transl.)].
H. Neunhoeffer and H.-W. Fruhauf,Liebigs Ann. Chem., 1972,758, 111.
Author information
Authors and Affiliations
Additional information
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1128–1130, June, 2000.
Rights and permissions
About this article
Cite this article
Kozhevnikov, V.N., Prokhorov, A.M., Kozhevnikov, D.N. et al. Nucleophilic substitution of hydrogen in the reaction of 1,2,4-triazin-4-oxides with cyanamide. Russ Chem Bull 49, 1122–1124 (2000). https://doi.org/10.1007/BF02494908
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF02494908