Synthesis of 5-hydroxy-4-nitrosobenzotriazoles and 6-hydroxy-7-nitrosoindazoles and their splitting into β-triazolyl- and β-pyrazolylacrylic acids

Autor: Stankyavichyus, A. P., Terent'ev, P. B., Bolotin, V. A., Lashin, V. V., Rakhimi, I. M.
Zdroj: Chemistry of Heterocyclic Compounds; April 1988, Vol. 24 Issue: 4 p403-409, 7p
Abstrakt: 5-Hydroxy-4-nitrosobenzotriazoles and 6-hydroxy-7-nitrosoindazoles were synthesized. By the action of benzenesulfonyl chloride in an alkaline medium, only 5-hydroxy-4-nitroso-2-phenyl-benzotriazole and 1-methyl-6-hydroxy-7-nitrosoindazole split into 5-carboxyvinyl-2-phenyl-4-cyano-1,2,3-triazole- and ß-(1-methyl-5-cyano-4-pyrazolyl)acrylic acid, respectively, while the fragmentation under electron impact proceeds by another scheme.
Databáze: Supplemental Index