Synthetic routes towards tetrazolium and triazolium dinitromethylides.

Autor: Katritzky, A. R., Sommen, G. L., Gromova, A. V., Witek, R. M., Steel, P. J., Damavarapu, R.
Předmět:
Zdroj: Chemistry of Heterocyclic Compounds; Jan2005, Vol. 41 Issue 1, p111-118, 8p
Abstrakt: Tetrazolium-5-dinitromethylide sodium salt has been prepared (91%) by cyclization of 1-amino-1-hydrazino-2,2-dinitroethene with nitrous acid in water. 5-Imino-1-(hydroxyiminonitromethyl) derivatives were obtained by nitration of 2-(5-amino-1,3-dimethyl-1H-1,2,4-triazol-4-ium-4-yl)- and 2-(5-amino-4-methyl-1H-tetrazolium-1-yl)acetate complex salts. Treatment of 4-methyl-1-(2-oxopropyl)-1-tetrazolium methylsulfate with nitric and sulfuric acid gave methyl (3-nitro-1,2,4-oxadiazol-5-yl)amine (27%) probably via dinitromethylide followed by cyclization and loss of nitrogen. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index