Chemistry of oxalyl derivatives of methyl ketones. XLIII. Synthesis of 2-imino-2,3-dihydro-3-furanones, their hydrolysis and aminolysis

Journal Article · Sat Sep 20 04:00:00 EDT 1986 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:6388070

Andreichikov, Yu S; Shurov, S N; Zalesov, V V; Shapet'ko, N N

N-Substituted 2-imino-5-aryl-2,3-dihydro-3-furanones are produced during the thermal decarbonylation of 5-aryl-2,3-dihydro-2,3-furandiones in the presence of isocyanides. Primary and secondary amines open the ring in the products, leading to the formation of the amides of N-substituted 4-amino-4-aryl-2-oxo-3-butenoic acids. The acid hydrolysis of N-substituted 2-imino-5-aryl-2,3-dihydro-3-furanones leads to the corresponding amides of 4-aryl-2,4-dioxobutyric acids.

• Research Organization: Perm State Pharmaceutical Institute, USSR
• OSTI ID: 6388070
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 22:4; 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
ACTIVATION ENERGY
ALCOHOLS
AMIDES
AMINES
CARBON 13
CARBON ISOTOPES
CATALYTIC EFFECTS
CHEMICAL REACTIONS
CHEMICAL SHIFT
CHLORINATED ALIPHATIC HYDROCARBONS
CHLOROFORM
COUPLING
COUPLING CONSTANTS
CYANIDES
DECOMPOSITION
DEUTERIUM COMPOUNDS
ENERGY
ENERGY LEVELS
ENOLS
EVEN-ODD NUCLEI
EXCITED STATES
FURANS
HALOGENATED ALIPHATIC HYDROCARBONS
HETEROCYCLIC COMPOUNDS
HYDROCHLORIC ACID
HYDROGEN COMPOUNDS
HYDROLYSIS
HYDROXY COMPOUNDS
HYPERFINE STRUCTURE
IMINES
INFRARED SPECTRA
INORGANIC ACIDS
INTERMEDIATE COUPLING
ISOCYANATES
ISOTOPES
J-J COUPLING
KETONES
LIGHT NUCLEI
LYSIS
MASS SPECTRA
MOLECULAR STRUCTURE
NMR SPECTRA
NUCLEI
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
PYROLYSIS
SOLVOLYSIS
SPECTRA
STABLE ISOTOPES
STRUCTURAL CHEMICAL ANALYSIS
SYNTHESIS
THERMOCHEMICAL PROCESSES
VIBRATIONAL STATES