Chemistry of Heterocyclic Compounds

, Volume 49, Issue 5, pp 797–801

N-(Organylmethylidene)bis(chloromethylidene)thiomorpholin-4-amines and -selenomorpholin-4-amines


DOI: 10.1007/s10593-013-1311-4

Cite this article as:
Martynov, A.V., Makhaeva, N.A. & Amosova, S.V. Chem Heterocycl Comp (2013) 49: 797. doi:10.1007/s10593-013-1311-4

The reaction of (2E,6E)-bis(chloromethylidene)thiomorpholin-4-amine and -selenomorpholin-4-amine with propionaldehyde, benzaldehyde, or 4-pyridinecarbaldehyde in benzene in the presence of catalytic amounts of formic acid gave the corresponding hydrazones, the N-(organylmethylidene)-(2E,6E)bis-(chloromethylidene)thiomorpholin-4-amines and -selenomorpholin-4-amines, as trans isomers. The structure of the hydrazones was confirmed by 1H and 13C NMR, as well as 2D 1H–1H NOESY experiments.


aldehydes hydrazones selenomorpholin-4-amine thiomorpholin-4-amine 

Copyright information

© Springer Science+Business Media New York 2013

Authors and Affiliations

  • A. V. Martynov
    • 1
  • N. A. Makhaeva
    • 1
  • S. V. Amosova
    • 1
  1. 1.A. E. Favorsky Institute of ChemistrySiberian Branch of the Russian Academy of SciencesIrkutskRussia

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