Abstract
Reactions ofN,N-bis(chloromethyl)amides withN,N′-diacyl derivatives of ethylenediamine (oro-phenylenediamine) result in formation of the corresponding 1,3,5-triacylated perhydro-1,3,5-triazepines (or their benzoanalogs) or 1,3-diacylated imidazolidines (or their benzoanalogs). Reactions ofN,N-bis(chloromethyl)amides withN,N′-ditosylated trimethylenediamine occur in a similar way. The direction of the reactions depends on the type of the acyl substituents and the strength of the bases.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
H. E. Zaugg and W. B. Martin,Organic reactions, 1967,14, 65.
H. Bohme and J.-P. Denis,Liebigs Ann., 1979, 1447.
H. Bohme and J.-P. Denis, T. Kampchen,Chem. Ber., 1982,115, 2947.
H. Bohme, J.-P. Denis,Arch. Pharm., 1982,315, 227.
A. F. Prokof'eva, S. A. Manaev, T. V. Aleshnikova, V. V. Negrebetskii, A. P. Grapov, and N. N. Mel'nikov,Zh. Org. Khim., 1986,56, 809 [J. Org. Chem., 1986, 561 (Engl. Transl.)].
O. A. Luk'yanov, G. V. Pokhvisneva, and T. V. Ternikova,Izv. Akad. Nauk, Ser. Khim., 1994, 1452 [Russ. Chem. Bull., 1994,43, 1376 (Engl. Transl.)].
R. Mazurkiewiez,Monatsh., 1988,119 (11), 1279.
H. Steller,Chem. Ber., 1953,86, 197.
K. Krakowiak, P. Idowski, and B. Kotelko,Polish. J. Chem., 1984,58, 251.
Author information
Authors and Affiliations
Additional information
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2270–2273, November, 1998.
Rights and permissions
About this article
Cite this article
Luk'yanov, O.A., Ternikova, T.V. Reaction ofN,N-bis(chloromethyl)amides withN,N′-diacylated alkene(arylene)diamines. Russ Chem Bull 47, 2201–2204 (1998). https://doi.org/10.1007/BF02494281
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF02494281