144604-63-7Relevant academic research and scientific papers
A study of the reaction mechanism of 3-nitro-4-R-furoxans formation by nitrosation of dipotassium salts of 1-hydroxyimino-2,2-dinitro-1-R-ethanes
Ovchinnikov,Strelenko,Popov,Finogenov,Makhova
scheme or table, p. 855 - 860 (2012/02/05)
The mechanism proposed earlier for explanation of the furoxan ring formation in the nitrosation of dipotassium salts of 1-hydroxyimino-2,2-dinitro- 1-R-ethanes with NaNO2/AcOH was confirmed experimentally by determining the ionization constants of the dinitromethyl and oxime fragments in the starting dipotassium salt and by examining 1H, 13C, 14N, and 15N NMR and mass spectra of isomeric 3(4)-nitro-4(3)-R-furoxans with the 15N(5) and 15N(2) ring atoms, respectively, and 3,4-diarylfuroxan with both 15N-labeled ring atoms. A comparative analysis of the IR and Raman spectra of the 15N-labeled furoxan derivatives obtained and their unlabeled analogs allowed refinement of the literature data on interpretation of the vibrational spectra of furoxan derivatives.
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.
