255375-24-7Relevant academic research and scientific papers
New routes to 1-functionally substituted arylbenzotriazoles: 3- Benzotriazol-1-yl-pyridazine-4-ones, 5-benzotriazol-1-yl-pyridazine-6-ones and 5-benzotriazol-1-yl-pyridazine-6-imines
Al-Omran, Fatima,Al-Awadl, Nouria,Yousef, Osama,Elnagdi, Mohamed Hilmy
, p. 167 - 170 (2000)
Condensation of 1-arylhydrazono-1-benzotriazol-1-yl 2-propanones (5a-c) with DMF DMA afforded 1-aryl-3-benzotriazol-1-yl-1,4-dihydropyridazine-4-ones (8a-c). While condensation of 1-functionally substituted methylbenzotriazoles 3b,c with 2-arylhydrazono-3
Gas-phase thermolysis of benzotriazole derivatives. Part 2: Synthesis of benzimidazo[1,2-b]cinnolines, a novel heterocyclic ring system, by pyrolysis of benzotriazole derivatives. Kinetic and mechanistic study
Dib, Hicham H.,Al-Awadi, Nouria A.,Ibrahim, Yehia A.,El-Dusouqui, Osman M. E.
, p. 9455 - 9464 (2007/10/03)
Gas-phase pyrolysis of benzotriazolyl ketones and their arylhydrazones gave indole, benzimidazole and benzimidazo[1,2-b]cinnoline derivatives via interesting novel routes. The homogeneous first-order gas-phase pyrolysis of 10 arylhydrazono derivatives of α-benzotriazol-1-yl ketones was investigated over the temperature range 420-530 K. Five of these substrates were 2-(arylhydrazono)-2-(benzotriazol-1-yl)-1-phenylethanone derivatives (Series 1), and the remaining five were the corresponding acetone analogues (Series 2). The values of the Arrhenius frequency factor (logA/s-1) for the pyrolysis of the compounds of Series 1 and 2 were, respectively, 12.27±1.44 and 9.07±1.20, while the values of the Arrhenius activation energy (Ea/kJmol-1) were 132.8±8.4 and 123.2±23.0, respectively. Besides, reaction pathways are offered to rationalize the kinetic results and to account for the products of pyrolysis of the substrates under study, namely: (i) extrusion of N2 and formation of a 1,3-biradical reactive intermediate leading to substituted imidazoles (Series 1); (ii) intramolecular nucleophilic addition, cyclization and subsequent fragmentation with or without loss of H2O/N 2 fragments (Series 1 and 2).
