METHOD OF PRODUCING 2,7-BIS-ARYL(HETARYL)SUBSTITUTED 4,9-DIMETHYL-2,3A,5A,7,8A,10A-HEXAAZAPERHYDROPYRENES Russian patent published in 2019 - IPC C07D487/22 

FIELD: chemistry.

SUBSTANCE: present invention relates to organic chemistry, specifically to a method of producing 2,7-bis-aryl(hetaryl)substituted 4,9-dimethyl-2,3a,5a,7,8a,10a-hexaazapiperhydropyrenes, which can be used as compounds-candidates for developing preparations with analgesic, antibacterial and anticancer properties, organic luminophors and luminescent intercalators, as well as in supramolecular chemistry as "building blocks" for designing different nanostructures and macro-complexes with cations of transition metals. Method comprises reacting aryl(hetaryl)amine of general formula RNH₂, where R = 2-hydroxy-phenyl,4-hydroxy-phenyl,4-carboxy-phenyl,5-methyl-isoxazol-3-yl,1,5-dimethyl-2-phenyl-pyrazol-3-one-4-yl, with formaldehyde and 2,6-dimethyl-1,4,5,8-tetraazadecalin in the presence of a YbCl₃⋅6H₂O catalystin molar ratio aryl (hetaryl) amine: formaldehyde: 2,6-dimethyl-1,4,5,8-tetraazadecalin: YbCl₃⋅6H₂O = 2:4:1:(0.03–0.07) in medium of CH₃OH-H₂O at temperature ~20 °C and atmospheric pressure for 2.5–3.5 hours. Yield of 2,7-bis-aryl (hetaryl) substituted 4,9-dimethyl-2,3a,5a,7,8a,10a-hexaazapiperhydropyrenes (1) is 56–95 %.

R = 2-hydroxy-phenyl-,4-hydroxy-phenyl-,4-carboxy-phenyl,5-methyl-isoxazol-3-yl-,1,5-dimethyl-2-phenyl-pyrazole-3-one-4-yl-.

EFFECT: technical result is obtaining novel hexa-azaphydropyrene derivatives having the following structural formula.

1 cl, 1 tbl, 2 ex