603-13-4Relevant articles and documents
Nitration of some di- and tri-nitrohalobenzenes with solid sodium nitrite in the presence of 18 crown 6
Badea, Florin,Stoica, Alice,Ioni?ǎ, Petre,Cǎproiu, Miron T.,Constantinescu, Titus
, p. 351 - 356 (2007/10/03)
1-Halo-4-R1-6-R2-2-nitrobenzenes 1a-d (where a : hal = F, R1 = NO2, R2=H; b: hal = Cl, R1 = NO2, R2 = H; c: hal = Cl, R1 = H, R2 = NO2 ; d: hal = Cl, R1 = CF3, R2 = NO2; ) and 1-chloro-2,4,6-trinitrobezene 1e were nitrated in methylene chloride with solid sodium nitrite in the presence of 18C6, and afforded the corresponding nitroderivatives 4-R1-6-R2-1,2-dinitrobenzenes 3a-c (where a: R1 = NO2, R2 = H; b: R1 = H, R2 = NO2; c: R1 = CF3, R2 = NO2; ) and 1,2,3,5-tetranitrobenzene 3d, respectively. The yields of this nucleophilic process depended on the number of nitro substituents and on the halogene type. UV-VIS and NMR spectra, TLC behaviour and pH-depending repartition in biphasic system water/methylene chloride of the synthecized compounds 3a-d are presented.
AMBIPHILIC FUROXAN RING. BENZOFUROXAN OXIDATION BY PERACID AND REDUCTION BY COPPER
Boyer, Joseph H.,Huang, Chrongbao
, p. 1233 - 1240 (2007/10/02)
Monopersulfuric acid, trifluoroperacetic acid and hydrogen peroxide in polyphosphonic acid, or with selenium dioxide in t-butyl alcohol, or in tetramethylene sulfone have each oxidized benzofuroxan into o-dinitrobenzene.Monopersulfuric acid oxidized 4-nitrobenzofuroxan into 1,2,3-trinitrobenzene (80percent) and 4,6-dinitrobenzofuroxan into 1,2,3,5-tetranitrobenzene (99percent); hydrogen peroxide in polyphosphoric acid was moderately efficient for the latter oxidation.Copper in acidified ethanol transformed 4,6-dinitrobenzofuroxan into picramide quantitatively.