N-(Organylmethylidene)bis(chloromethylidene)thiomorpholin-4-amines and -selenomorpholin-4-amines
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- Martynov, A.V., Makhaeva, N.A. & Amosova, S.V. Chem Heterocycl Comp (2013) 49: 797. doi:10.1007/s10593-013-1311-4
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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.