Cyclization of N-alkyl azinium cations with bifunctional nucleophiles. 21. Regioisomeric 1,3,4-thiadiazino(5,6-b)quinoxalines
Thiobenzyhydrazides undergo cyclization with N-alkyl-quinoxalinium salts to give 5-alkyl-substituted 1,4,4a,5,10,10a-hexahydro-1,3,4-thiadiazino(5,6-b)quinoxalines, which undergo isomerization to 10-alkyl-substituted thiadiazinoquinoxalines when they are heated in ethanol or in the presence of acids. The IR spectra of suspensions of the compounds in mineral oil were recorded with a UR-20 spectrometer. The PMR spectra of solutions in d/sub 6/-DMSO were recorded with Perkin-Elmer R-12B (60 MHz) and Brucker WP-80 (80 MHz) spectrometers with tetramethylsilane (TMS) and hexamethyldisiloxane (HMDS) as the internal standards. The /sup 13/C NMR spectra of solutions in d/sub 6/-DMSO were recorded with Brucker WH-90 (22.62 MHz) and Varian FT-80A (20.13 MHz) spectrometers. The chemical shifts were measured with respect to the signal of the solvent (d/sub 6/-DMSO, 39.6 ppm).
- Research Organization:
- S. M. Kirov Ural Polytechnic Institute, Sverdlovsk (USSR)
- OSTI ID:
- 7004877
- Journal Information:
- Chem. Heterocycl. Compd. (Engl. Transl.); (United States), Vol. 23:4; Other Information: Translated from Khim. Geterotsikl. Soedin.; 23: No. 4, 557-561(Apr 1987)
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
74 ATOMIC AND MOLECULAR PHYSICS
AZINES
DEHYDROCYCLIZATION
ISOMERIZATION
NMR SPECTRA
QUINOLINES
ACTIVATION ENERGY
CARBON 13
CHEMICAL SHIFT
COUPLING CONSTANTS
DEUTERIUM COMPOUNDS
DMSO
ELECTRONEGATIVITY
HYDRAZIDES
HYDROGEN 1
HYPERFINE STRUCTURE
ISOMERS
J-J COUPLING
MULTIPLETS
ORGANIC IODINE COMPOUNDS
THIADIAZOLES
AROMATICS
AZAARENES
AZOLES
CARBON ISOTOPES
CHEMICAL REACTIONS
COUPLING
ENERGY
EVEN-ODD NUCLEI
HETEROCYCLIC COMPOUNDS
HYDROGEN COMPOUNDS
HYDROGEN ISOTOPES
INTERMEDIATE COUPLING
ISOTOPES
LIGHT NUCLEI
NUCLEI
ODD-EVEN NUCLEI
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
PYRIDINES
SPECTRA
STABLE ISOTOPES
SULFOXIDES
400201* - Chemical & Physicochemical Properties
640302 - Atomic
Molecular & Chemical Physics- Atomic & Molecular Properties & Theory