Production of tetrazolium salts under conditions of phase-transfer catalysis

Journal Article · Mon Jun 20 04:00:00 EDT 1988 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:5949744

Zhivich, A B; Koldobskii, G I; Ostrovskii, V A

Recently the authors showed that tetrazolium salts can be obtained during the oxidation of substituted 1,3,5-triarylformazans with potassium permanganate in a two-phase organic solvent-water system. The role of phase-transfer catalyst in this reaction is played by the tetrazolium salt, which is formed in a small amount as the result of oxidation of the formazan at the phase boundary. The method is distinguished by its extreme simplicity. However, the yield of the tetrazolium salts fluctuates within wide limits and does not exceed 62%. This is due to the fact that as the reaction proceeds the pH of the aqueous phase increases from 6 to 12. At the same time it is known that tetrazolium salts are unstable in aqueous alkaline solutions. They found that if the aqueous phase is replaced by aqueous hydrochloric acid (5 wt. %) the yields of the tetrazolium salts (Ia-g) are increased to 70-87%. For convenience of isolation the readily water-soluble tetrazolium chlorides were converted into the poorly soluble iodides.

• Research Organization: Lensovet Leningrad Technological Institute (USSR)
• OSTI ID: 5949744
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 24:1; ISSN JOCYA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ACTIVATION ENERGY
ALKALI METAL COMPOUNDS
AZOLES
CATALYSIS
CATALYSTS
CATALYTIC EFFECTS
CHEMICAL REACTION YIELD
CHEMICAL REACTIONS
CHLORIDES
CHLORINE COMPOUNDS
ENERGY
HALIDES
HALOGEN COMPOUNDS
HALOGENATION
HETEROCYCLIC COMPOUNDS
HETEROGENEOUS CATALYSIS
HYDROCHLORIC ACID
HYDROGEN COMPOUNDS
INFRARED SPECTRA
INORGANIC ACIDS
INORGANIC PHOSPHORS
IODIDES
IODINATION
IODINE COMPOUNDS
MANGANESE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC IODINE COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
OXIDATION
OXYGEN COMPOUNDS
PERMANGANATES
PH VALUE
PHOSPHORS
POTASSIUM COMPOUNDS
POTASSIUM IODIDES
POTASSIUM PERMANGANATES
SPECTRA
SYNTHESIS
TETRAZOLES
TETRAZOLIUM
TRANSITION ELEMENT COMPOUNDS
YIELDS