Synthesis of substituted thieno(2,3-d)thiazoles and indolo(3,2-d)thiazoles

Journal Article · Tue Sep 01 04:00:00 EDT 1987 · Chem. Heterocycl. Compd. (Engl. Transl.); (United States)

DOI:https://doi.org/10.1007/BF00761998· OSTI ID:6893810

Pinkin, L D; Dzyubenko, V G; Abramenko, P I; Shpileva, I S

Alkylene-, halo-, and aryl-substituted 2-methylthieno(2,3-d)thiazoles were obtained by the action of phosphorus pentasulfide on the corresponding 2-acetylamino-3-bromo- or 2-acetylamino-3-hydroxythiophenes in an organic solvent with heating. 2-Oximes of halo- and methyl-substituted isatins were converted by reduction and acylation into 2-hydroxy-3-acetylaminoindoles, from which 2-methylindolo(3,2-d)-thiazoles were obtained by the action of phosphorus pentasulfide with heating in xylene. Results of electron impact ionization behavior, spin-spin coupling constant analysis, and mass and NMR structural determinations are given. A quantum-chemical atomic model is constructed for the thiazoles.

• Research Organization: Planning Institute of the Chemical Photographic Industry, Moscow (USSR)
• OSTI ID: 6893810
• Journal Information: Chem. Heterocycl. Compd. (Engl. Transl.); (United States), Journal Name: Chem. Heterocycl. Compd. (Engl. Transl.); (United States) Vol. 23:3; ISSN CHCCA
• Country of Publication: United States
• Language: English

Related Subjects

640302* -- Atomic
Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
640304 -- Atomic
Molecular & Chemical Physics-- Collision Phenomena
74 ATOMIC AND MOLECULAR PHYSICS
ACYLATION
ALKYLATED AROMATICS
AROMATICS
ATOMIC MODELS
AZAARENES
AZOLES
BEAMS
CHALCOGENIDES
CHARGED PARTICLES
CHEMICAL REACTIONS
COLLISIONS
DEUTERIUM COMPOUNDS
ELECTRON BEAMS
ELECTRON COLLISIONS
ELECTRON-MOLECULE COLLISIONS
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
HYDROGEN COMPOUNDS
HYDROGEN TRANSFER
INDOLES
IONIZATION
IONS
ISOMERIZATION
ISOMERS
LEPTON BEAMS
MASS SPECTRA
MATHEMATICAL MODELS
MECHANICS
MOLECULAR IONS
MOLECULE COLLISIONS
NMR SPECTRA
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
PARTICLE BEAMS
PHOSPHORUS COMPOUNDS
PHOSPHORUS SULFIDES
POLYCYCLIC SULFUR HETEROCYCLES
PYRROLES
QUANTUM MECHANICS
SPECTRA
STRUCTURAL CHEMICAL ANALYSIS
SULFIDES
SULFUR COMPOUNDS
SYNTHESIS
THIAZOLES
XYLENES