Two-hydroxymethylamino-4-thiazolinone. Conformation and chelate formation

Journal Article · Sat Nov 01 04:00:00 EST 1986 · Chem. Heterocycl. Compd. (Engl. Transl.); (United States)

DOI:https://doi.org/10.1007/BF00519539· OSTI ID:6293840

Ramsh, S M

In DMSO-d6 solution 2-hydroxymethylamino-4-thiazolinone, as well as its 5-methyl-congener, exists in the form of E- and Z-conformers relative to the exocyclic nitrogen-carbon bond; for each of these conformers, furthermore, both a transoid and cisoid orientation of the hydrogen and oxygen atoms, relative to the N-CH2 bond, are possible. The transoid form is able to form a chelate derivative with intramolecular hydrogen bond formation. Both acids and bases catalyze transitions among the open forms, although chelate formation is only acid-catalyzed.

• Research Organization: Lensovet Leningrad Technological Institute, USSR
• OSTI ID: 6293840
• Journal Information: Chem. Heterocycl. Compd. (Engl. Transl.); (United States), Journal Name: Chem. Heterocycl. Compd. (Engl. Transl.); (United States) Vol. 22:5; ISSN CHCCA
• 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
AMINES
ANGULAR MOMENTUM
ATOMIC MODELS
AZOLES
BARYONS
CARBON 13
CARBON ISOTOPES
CATALYSIS
CHELATES
CHEMICAL BONDS
CHEMICAL REACTIONS
CHEMICAL SHIFT
COMPLEXES
CONFORMATIONAL CHANGES
COUPLING
COUPLING CONSTANTS
DEHYDROCYCLIZATION
DEUTERIUM COMPOUNDS
DMSO
ELECTRONIC STRUCTURE
ELEMENTARY PARTICLES
ELEMENTS
EVEN-ODD NUCLEI
FERMIONS
HADRONS
HETEROCYCLIC COMPOUNDS
HYBRIDIZATION
HYDROGEN
HYDROGEN COMPOUNDS
HYDROGEN TRANSFER
HYDROXY COMPOUNDS
HYPERFINE STRUCTURE
INTERMEDIATE COUPLING
ISOTOPES
ISOTOPIC EXCHANGE
J-J COUPLING
KETONES
LIGHT NUCLEI
MATHEMATICAL MODELS
MOLECULAR MODELS
MOLECULAR ORBITAL METHOD
MOLECULAR STRUCTURE
MULTIPLETS
NMR SPECTRA
NONMETALS
NUCLEI
NUCLEONS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
PARTICLE PROPERTIES
PROTONS
SOLVATION
SPECTRA
SPIN
STABLE ISOTOPES
STRUCTURAL CHEMICAL ANALYSIS
SULFOXIDES
SYNTHESIS
THIAZOLES