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Synthesis of 1,4,5,6-tetrahydropyridine derivatives starting from trans-3-chloro-1,3-alkadien-5-ones

Journal Article · · Chem. Heterocycl. Compd. (Engl. Transl.); (United States)
DOI:https://doi.org/10.1007/BF00546737· OSTI ID:7169337
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A method has been developed for the synthesis of 3-carbethoxy-2-methyl-6-(oxo-alkylidene)-1,4,5,6-tetrahydropyridines by reaction of trans-3-chloro-1,3-alkadien-5-ones with ethyl aminocrotonate. It is shown that the corresponding vinylacetylanic ketones are intermediate products of the reactions. PMR spectra in CCl/sub 4/ were obtained on a Perkin-Elmer R12B (60 MHz) spectrometer, with TMS as internal standard. /sup 13/C NMR spectra were recordeed on a Bruker WH-90 instrument (22.63 MHz) without suppression and with complete suppression of spin-spin coupling. IR spectra were recorded in CCl/sub 4/ on a UR-10 instrument, mass spectra were recorded on a MX-1303 spectrometer with electron ionization energy of 30 eV.

Research Organization:
Institute of Organic Chemistry, Erevan (USSR)
OSTI ID:
7169337
Journal Information:
Chem. Heterocycl. Compd. (Engl. Transl.); (United States), Journal Name: Chem. Heterocycl. Compd. (Engl. Transl.); (United States) Vol. 23:4; ISSN CHCCA
Country of Publication:
United States
Language:
English

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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
AZINES
CARBON 13
CARBON ISOTOPES
CARBOXYLIC ACID ESTERS
CARBOXYLIC ACIDS
CHEMICAL SHIFT
CHLORINATED ALIPHATIC HYDROCARBONS
CHLOROFORM
COUPLING
COUPLING CONSTANTS
CROTONIC ACID
DEUTERIUM COMPOUNDS
DIENES
ESTERS
EVEN-ODD NUCLEI
HALOGENATED ALIPHATIC HYDROCARBONS
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
HYDROGEN COMPOUNDS
INFRARED SPECTRA
INTERMEDIATE COUPLING
IONIZATION
ISOTOPES
J-J COUPLING
KETONES
LIGHT NUCLEI
MASS SPECTRA
MONOCARBOXYLIC ACIDS
MONOMERS
MULTIPLETS
NMR SPECTRA
NUCLEI
ORGANIC ACIDS
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
POLYENES
PYRIDINES
REACTION INTERMEDIATES
SPECTRA
STABLE ISOTOPES
STRUCTURAL CHEMICAL ANALYSIS
SYNTHESIS
VINYL MONOMERS