Lian-ying Lu
2004
Citations
0
Influential Citations
0
Citations
Journal
Chinese Journal of Synthetic Chemistry
Abstract
7-Amino-6-nitrobenzodifuroxan(ANBDF) was prepared through a three-step reaction from starting material 3,5-dinitrobenzoic acid(DNBA): (1)3,5-dinitroaniline(1) was synthesized from the reaction of DNBA and hydrazoic acid in inert solvent 1,2-dichloroethane through Schmidt rearrangement with yield of 89.6%; (2) 1 was subjected to nitration to prepare pentanitroaniline(2) with yield of 51.1%; (3) The title compound was prepared from 2 and sodium azide in acetic acid through denitrogenation and then Schmidt rearrangement with yield of 86.8%, m.p.204℃~206℃. The structure of purified ANBDF was testified by means of elemental analysis, FT-IR, 1H NMR and MS(FAB). ANBDF has amino-group, nitro-group and benzofuroxan ring which are on the benzene ring and on the same plane. The mechanisms of the three mentioned reactions were also discussed.