Cyclic structure of n-methyl- 2-aminobenzoyl- and 2-mercapto- benzoylhydrazones of fatty- aromatic aldehydes

Advances in 1,2,4-triazepines chemistry

“…[64][65][66][67] The formation of cyclic reaction products assumes the intramolecular nucleophilic addition of NH 2 or SH groups of the aromatic ring to the C]N bond of the hydrazone fragment. Compounds 102a and 102b were obtained in 70 and 75% yields aer briey maintaining hydrazides 99c and the appropriate aldehyde in aqueous alcoholic solution at 25 C. 68 Continued research into the synthesis of benzo-1,2,4thiadiazepines 102c-l was reported using the same previous reaction conditions and reactants. 70 It was reported that the reaction between amidrazones 107af with 1,4-dioxo-1,4-dihydronaphthalene-2,3-dicarbonitrile (108) in dry ethyl acetate under N 2 atmosphere for a few minutes yielded, aer chromatographic purication and recrystallization, compounds 109a-f (66-80%) (Scheme 23).…”