Synthesis of (Z)-N,3-dicyclohexyl-6-substituted-4-(trichloromethyl)-3,4-dihydro-2H-1,3,5-oxadiazin-2-imines via [4 + 2] hetero Diels-Alder reaction: Their spectral characteristics and molecular structure

In this work, we report the synthesis of a series of new derivatives of 1,3,5-oxadiazine - (Z)-N,3-dicyclohexyl-6-R-4-(trichloromethyl)-3,4-dihydro-2H-1,3,5-oxadiazin-2-imines. The method for preparing these compounds was based on the [4 + 2] cycloaddition reaction of dicyclohexylcarbodiimide to N-(2,2,2-trichloroethylidene)carboxamides formed in situ. Target products were obtained in 74–87 % yield. The structure of the obtained derivatives of 2H-1,3,5-oxadiazin-2-imines was confirmed by IR, 1H, and 13C NMR spectroscopy, as well as the results of selective X-ray diffraction analysis. [Display omitted]