144604-52-4Relevant academic research and scientific papers
Nitrosation of salts of 1-hydroxyimino-2,2-dinitro-1-R-ethanes, a novel method for the preparation of isomeric 3(4)-nitro-4(3)-R-furoxans
Ovchinnikov,Finogenov,Epishina,Kulikov,Strelenko,Makhova
, p. 2137 - 2146 (2011/01/09)
A novel general method for the synthesis of isomeric 3(4)-nitro-4(3)-R- furoxans is developed. 3-Nitro isomers were obtained by reaction of hydroximoyl chlorides with dinitromethane sodium salt followed by conversion of the resulting 1-substituted 1-hydroxyimino-2,2-dinitroethanes into dipotassium (or disodium salts) and their subsequent nitrosation with NaNO2 in AcOH or with N2O4. Thermal isomerization of 3-nitro isomers afforded 4-nitro isomers were prepared in high yields.
Regiospecific and Regioselective Synthesis of Isomeric Nitrofuroxanes from Unsaturated Compounds
Makhova,Dubonos,Blinnikov,Ovchinnikov,Khmel'nitskii
, p. 1140 - 1148 (2007/10/03)
Reaction of substituted unsaturated compounds with NaNO2 in acidic medium is studied and the reaction is shown to be a general method for preparation of isomeric nitrofuroxanes: β-nitrostyrenes and α-substituted acrylic acids form the corresponding 4-nitrofuroxanes (regiospecifically and regioselectively, respectively). The product of the reaction with phenylacetylene is 3-nitro-4-phenylfuroxan. Nitration of the aromatic ring in the synthesized 3-aryl-4-nitrofuroxanes is performed and the influence of the 4-nitro-furoxanyl fragment on the orientation of the NO2 groups in this reaction is revealed.
