SELECTIVE (N-15) NITRATION OF 2,2-DIPHENYL-1-(2,4-DINITROPHENYL)-HYDRAZINE OR 2,2-DIPHENYL-1-(2,6-DINITROPHENYL)-HYDRAZINE OR 2,2-DIPHENYL-1-(2,4-DINITROPHENYL)-HYDRAZYL OR2,2-DIPHENYL-1-(2,6-DINITROPHENYL)-HYDRAZYL
P. Ionita et al., SELECTIVE (N-15) NITRATION OF 2,2-DIPHENYL-1-(2,4-DINITROPHENYL)-HYDRAZINE OR 2,2-DIPHENYL-1-(2,6-DINITROPHENYL)-HYDRAZINE OR 2,2-DIPHENYL-1-(2,4-DINITROPHENYL)-HYDRAZYL OR2,2-DIPHENYL-1-(2,6-DINITROPHENYL)-HYDRAZYL, Journal of labelled compounds & radiopharmaceuticals, 41(9), 1998, pp. 791-799
Citations number
8
Categorie Soggetti
Chemistry Analytical","Chemistry Medicinal","Biochemical Research Methods","Pharmacology & Pharmacy
Treatment of the title compounds with sodium [N-15]nitrite in the pres
ence of crown ether 15-crown-5 led to selective nitration yielding 2-(
para-[N-15]nitrophenyl)-2-phenyl-1-(2,4- or 2,6-dinitrophenyl) hydrazi
nes. When starting from the 2,6-dinitro-derivative under the same reac
tion conditions, a di-[N-15]nitro-derivative in the para-phenyl and 4-
positions (picryl) was also obtained. The same reaction carried out wi
th [N-15]nitrous acid afforded the same products mentioned above and,
in addition when using the 2,6-disubstituted compound, a tri-[N-15]nit
ro-hydrazine in the p,p; and 4-positions. The electronic, ESR and NMR
spectra of the newly obtained products are presented, and the reaction
mechanisms for these unconventional nitrations are discussed.