Z. Gyorgydeak et al., -3-ACYLAMINO-5-ARYL-4,5-DIHYDRO-1H-1,2,4-TRIAZOLES - RING-CLOSURE PRODUCTS OF AROMATIC CARBALDEHYDE (DIAMINOMETHYLENE) HYDRAZONES WITH ACYLATING AGENTS, Monatshefte fuer Chemie, 126(6-7), 1995, pp. 733-746
Treatment of aromatic carbaldehyde (diaminomethylene)hydrazones 1 with
hot acetic anhydride or benzoyl chloride affords -3-acylamino-5-aryl-
4,5-dihydro-1H-1,2,4-triazoles 2. In contrast, a new type of O,N-aceta
l with an 1,2,4-triazole substructure (3) is obtained from 4-pyridine-
carbaldehyde (diaminomethylene)hydrazone (1i) by using a similar react
ion procedure. The structures of all novel compounds were confirmed by
spectroscopic data (H-1 and C-13 NMR, MS, IR); some representative co
mpounds were also studied by X-ray analysis.