Synthesis of divinyl derivatives of 5-substituted 1,2,4-triazole-3-thiones
The authors have previously described the synthesis of two divinyl derivatives of unsubstituted triazolethione. In order to expand the range of such compounds, they studied the reaction of 5-methyl- (I), 5-phenyl- (II), and 5-..cap alpha..-furyl-1,2,4-triazole-3-thione (III) with acetylene. Triazoles (I) and (III) in the presence of alkali add one acetylene molecule. An increase in the reaction time yields the product of the addition of two acetylene molecules to (I) in yields up to 50%. The substitution of the alkaline catalyst by CuCl facilitates the formation of divinyl derivatives. However, the use of CuCl in this case led to a decrease in the yield of the desired product. N-Vinyl-3-vinylthio-5-methyl-1,2,4-triazoles were obtained in yields up to 64% in the presence of cadmium acetate. On the other hand, the use of CuCl as the catalyst facilitates the synthesis of N-vinyl-3-vinylthio-5-phenyl- and N-vinyl-3-vinylthio-5-..cap alpha..-furyl-1,2,4-triazoles.
- Research Organization:
- Irkutsk Institute of Organic Chemistry, USSR
- OSTI ID:
- 6358148
- Journal Information:
- Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States), Journal Name: Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States) Vol. 35:7; ISSN BACCA
- Country of Publication:
- United States
- Language:
- English
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Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
ACETATES
ACETYLENE
ALKYNES
AZOLES
CADMIUM COMPLEXES
CARBOXYLIC ACID SALTS
CATALYTIC EFFECTS
CHEMICAL REACTIONS
CHEMICAL SHIFT
CHLORIDES
CHLORINE COMPOUNDS
CHROMATOGRAPHY
COMPLEXES
COPPER CHLORIDES
COPPER COMPOUNDS
COPPER HALIDES
COUPLING
COUPLING CONSTANTS
CROSS-LINKING
HALIDES
HALOGEN COMPOUNDS
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
INFRARED SPECTRA
INTERMEDIATE COUPLING
ISOMERIZATION
ISOMERS
J-J COUPLING
MONOMERS
NMR SPECTRA
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
POLYMERIZATION
SEPARATION PROCESSES
SPECTRA
SYNTHESIS
TRANSITION ELEMENT COMPOUNDS
TRIAZOLES
VINYL MONOMERS