Structure of the products from the reaction of p-toluenesulfonic acid with N-aryl-2,6-dialkyl-1,4-benzoquionone 4-monoimines

Journal Article · Wed Nov 19 23:00:00 EST 1986 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:6137196

Burmistrov, K S; Nichvoloda, V M; Markov, V I; Romanchenko, V A

The reaction of p-toluenesulfinic acid with N-aryl-2,6-diisopropyl-1,4-benzo-quinone-4-monoimines leads to the formation of 1,6-addition products. Oxidation of the latter with lead tetraacetate in acetic acid or benzene gave N-3,5-diisopropyl-4-(p-tolylsulfonyloxy)phenyl-1,4-benzoquinone 4-monoimines, the reduction of which led to N-(p-hydroxyaryl)-O-(p-tolylsulfonyl)-2,6-diisopropyl-4-aminophenols. Only the 6,1-addition products, i.e., N-aryl-N-(p-tolylsulfonyl)-2,6-di-tert-butyl-4-aminophenols, were formed in the reaction of p-toluenesulfonic acid with N-aryl-2,6-di-tert-butyl-1,4-benzoquione 4-monoimines.

• OSTI ID: 6137196
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 22:6; ISSN JOCYA
• Country of Publication: United States
• Language: Russian

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
640302 -- Atomic
Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
ACETATES
ADDUCTS
AMINES
AROMATICS
BARYONS
BENZOQUINONES
CARBON TETRACHLORIDE
CARBOXYLIC ACID SALTS
CATALYTIC EFFECTS
CHEMICAL REACTION KINETICS
CHEMICAL REACTION YIELD
CHEMICAL REACTIONS
CHEMICAL SHIFT
CHLORINATED ALIPHATIC HYDROCARBONS
CHLOROFORM
COMPLEXES
COMPLEXOMETRY
COUPLING
COUPLING CONSTANTS
DEUTERIUM COMPOUNDS
ELEMENTARY PARTICLES
FERMIONS
HADRONS
HALOGENATED ALIPHATIC HYDROCARBONS
HYDROGEN COMPOUNDS
HYDROXY COMPOUNDS
HYPERFINE STRUCTURE
INFRARED SPECTRA
INTERMEDIATE COUPLING
J-J COUPLING
KINETICS
LEAD COMPLEXES
MULTIPLETS
NMR SPECTRA
NUCLEONS
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
ORGANIC SOLVENTS
ORGANIC SULFUR COMPOUNDS
OXIDATION
PHENOLS
PROTONS
QUINONES
REACTION KINETICS
REDUCTION
SOLVENTS
SPECTRA
YIELDS