Abstract: | Reaction of 5-diazo-4-nitroimidazole with concentrated hydrochloric acid leads to 4-chloro-5-diazoimidazole. The same product is formed together with a small quantity of 5-chloro-4-nitroimidazole with 1 N hydrochloric acid, but with 0.1 N hydrochloric acid only chloronitroimidazole was isolated. The results obtained are explained with the aid of quantum chemical calculations.Urals State Technical University-Urals Polytechnical Institute (UPI), Ekaterinburg 620002, Russia; Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 199–202, February, 1999. |