A study of nitrogen- and sulfur-containing heterocycles. 41. synthesis and spatial structure of 3 /SUB a/ -alkyl-4, 7-dichloro-1, 2-dioxooxazolidino (3, 2-f) pyrido (2, 3-b) (1,4 ) thiazines

Journal Article · Thu Feb 28 23:00:00 EST 1985 · Chem. Heterocycl. Compd. (Engl. Transl.); (United States)

OSTI ID:7042790

Solov'eva, N P; Anisimova, O S; Levkovskaya, L G; Peresleni, E M; Sheinker, Y N; Torchin, K F

The structure of the products of the chlorination of oxazolidino (3,2-f) pyrido(2, 3-b) (1, 4) - thiazines has been studied with the aid of spectral methods. It has been shown that the chlorine atom substitutes position 4 of the tricyclic system (in the thiazine ring). It has been established on the basis of PMR and /sup 13/ C NMR spectra that in solution the compounds obtained exist in the form of mixtures of two diasteromers with the cis and trans orientations of the substituents at the C (/sup 3/ /SUB a/ ) and C (/sub 4/) carbon atoms of the tricyclic system in each case. The configurations of the diastereomers have been determined from the chemical shifts in the /sup 13/ C NMR spectra and from the relaxation times in the PMR spectra. It has been shown that the isomer with the transoid arrangement of the substituents on the C ( /SUB 3a/ ) and C (/sub 4/) atoms of the tricyclic system, which are included in a thiazine ring present in the ''half-chair'' conformation, is energetically the more favorable.

• Research Organization: S. Ordzhonikidze All-Union Sci-Res. Institute of Pharmaceutical Chemistry, Moscow
• OSTI ID: 7042790
• Journal Information: Chem. Heterocycl. Compd. (Engl. Transl.); (United States), Journal Name: Chem. Heterocycl. Compd. (Engl. Transl.); (United States) Vol. 20:9; ISSN CHCCA
• 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
AZINES
CARBON 13
CARBON ISOTOPES
CHEMICAL REACTIONS
CHEMICAL SHIFT
CHLORINATION
CHLORINE
ELECTRON SPIN RESONANCE
ELECTRONIC STRUCTURE
ELEMENTS
EVEN-ODD NUCLEI
HALOGENATION
HALOGENS
HETEROCYCLIC COMPOUNDS
HYPERFINE STRUCTURE
ISOTOPES
LIGHT NUCLEI
MAGNETIC RESONANCE
MASS SPECTRA
NMR SPECTRA
NONMETALS
NUCLEI
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
PYRIDAZINES
RESONANCE
SPECTRA
STABLE ISOTOPES
SYNTHESIS