3H-naphtho[2,3-e]-1,2,4-triazepines

Tetrazoles: XLVIII. 3H-Naphtho[2,1-e]-and 3H-Naphtho[1,2-e][1,2,4]triazepines from 5-Aryltetrazoles. Physical and Chemical Properties

“…Therefore, we concluded that naphthotriazepines obtained from 5-aryltetrazoles and N-(2-naphthyl)benzimidoyl chloride have structure B [9]. However, X-ray diffraction study of the hydrolysis products showed that the compound identified previously as 3-phenyl- We cannot still propose a rigorous mechanism of this reaction.…”

“…This procedure was successfully applied to the synthesis of polycyclic compounds in which the triazepine ring is fused to a naphthalene core [8,9].…”

“…Triazepines Ic and Id were prepared by the procedure proposed in [9]. Imidoylation of 5-phenyl-and 5-(3-pyridyl)tetrazoles was performed under conditions of phase-transfer catalysis using tetrabutylammonium bromide or cetyl-(trimethyl)ammonium bromide.…”

“…Among these, the most widespread is acid hydrolysis of the resulting triazepines, which leads to the corresponding amino ketones [2][3][4][5][6][7] (Scheme 4). In the preceding study, we used this technique to identify triazepines obtained by thermolysis of imidoyltetrazoles which were generated from 5-aryltetrazoles and N-(2-naphthyl)benzimidoyl chlorides [9].…”

“…The products of acid hydrolysis of the naphthotriazepine obtained from 5-phenyltetrazole and X = CH, N. Bond 1.4224(19) C 2 C 1 C 11 104.23(11) C 1 -C 9 1.4451(18) C 2 C 1 C 9 118.60(12) C 2 -C 3 1.413(2)00 C 11 C 1 C 9 137.16(12)…”