Synthesis of 5-chloro-4,5-diaryl-. delta. /sup 3/-1,3-oxazolin-2-ones

Journal Article · Sun Sep 20 00:00:00 EDT 1987 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:6974739

Bal'on, Ya G; Smirnov, V A

During an attempt at the synthesis of the oxazoles by the reactions of the oxazolines (I) with phosphorus pentachloride the authors obtained the 5-chloro-4,5-diaryl-..delta../sup 3/-1,3-oxazolin-2-ones instead of the expected 4,5-diaryl-2-chlorooxazoles. As electrophiles, these compounds are active in nucleophilic addition and substitution reactions. Thus, in their reaction with methanol the 4,5-dimethoxy-4,5-diaryl-1,3-oxazolidin-2-ones are formed with quantitative yields. When heated they are easily converted into 5-methoxy-4,5-diaryl-..delta..-1,3-oxazolin-2-ones. The compositions and structures were proved by IR and PMR spectroscopy and elemental analysis.

• Research Organization: Kiev Scientific-Research Institute of Endocrinology and Metabolism (USSR)
• OSTI ID: 6974739
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 23:4; ISSN JOCYA
• Country of Publication: United States
• Language: English

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
ALCOHOLS
AZOLES
CHEMICAL SHIFT
CHLORIDES
CHLORINATED ALIPHATIC HYDROCARBONS
CHLORINE COMPOUNDS
CHLOROFORM
COUPLING
COUPLING CONSTANTS
DEUTERIUM COMPOUNDS
HALIDES
HALOGEN COMPOUNDS
HALOGENATED ALIPHATIC HYDROCARBONS
HETEROCYCLIC COMPOUNDS
HYDROGEN COMPOUNDS
HYDROXY COMPOUNDS
INFRARED SPECTRA
INTERMEDIATE COUPLING
J-J COUPLING
KETONES
METHANOL
NMR SPECTRA
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OXAZOLES
OXYCHLORIDES
OXYGEN COMPOUNDS
PHOSPHORUS CHLORIDES
PHOSPHORUS COMPOUNDS
SPECTRA
STRUCTURAL CHEMICAL ANALYSIS
SYNTHESIS