title: Ionic liquids as unique solvents in one-pot synthesis of 4-(n,2,2,2-tetranitroethylamino)-3-R-furazans.
abstract: An efficient two-step one-pot protocol for the synthesis of N-nitrated trinitroethylamino furazans in an ionic liquid has been developed involving the condensation of aminofurazans with trinitroethanol and the N-nitration of an intermediate Mannich base. Trinitroethylnitramino derivatives have been synthesized and characterized by multinuclear NMR spectroscopy and X-ray crystallography. A role of the N,2,2,2-tetranitroethylamino group for stabilization of the high-density crystal-packing motif is described. The performance calculations gave detonation pressures and velocities for the furazan derivatives in a range of about 31-36 GPa and 8330-8745 ms(-1), respectively, which makes them competitive energetic materials. Furthermore, due to the positive oxygen balance, the compounds could be potential oxidizers for energetic formulations.
authors.affiliation: Russian Academy of Sciences, N. D. Zelinsky Institute of Organic Chemistry, 47 Leninsky Prosp, Moscow (Russia), Fax: (+7) 4991355328. sab@ioc.ac.ru.
authors.forename: Aleksei B
authors.initials: AB
authors.lastname: Sheremetev
authors.forename: Nataly S
authors.initials: NS
authors.lastname: Aleksandrova
authors.forename: Nadezhda V
authors.initials: NV
authors.lastname: Palysaeva
authors.forename: Marina I
authors.initials: MI
authors.lastname: Struchkova
authors.forename: Vladimir A
authors.initials: VA
authors.lastname: Tartakovsky
authors.forename: Kyrill Yu
authors.initials: KY
authors.lastname: Suponitsky
keywords: Mannich reaction; NMR spectroscopy; X-ray diffraction; heterocyles; ionic liquids