Synthesis and structure of 1-methyl-2,3-dihydro-1,2,4-triazolium salts and their free bases
1-Methyl-2,3-dihydro-1,2,4-triazolium iodides can be obtained by reacting methylhydrazones with S-methylthioamide hydriodides, by condensing 2-methylamidrazone hydriodides with aldehydes and ketones, or by reacting methyl iodide with 1-alkylidene(or arylidene) benzamidrazones. In solutions these salts are capable of undergoing tautomerism to 1-alkylidene(or arylidene)-2-methylamidrazone hydriodides. The influence of the structural factors on the position of the tautomeric equilibrium has been studied. The free bases obtained by neutralization of the respective salts by an alkali metal hydroxide are heretofore undescribed 1-alkylidene(or arylidene)-2-methylhydrazidoimines or 4-triazolines, depending on their structure. Under the action of oxygen, these compounds are readily oxidized to substituted 1-methyl-1,2,4-triazoles with heating.
- Research Organization:
- S.M. Kirov Military Medical Acad., Leningrad
- OSTI ID:
- 7005656
- Journal Information:
- Chem. Heterocycl. Compd. (Engl. Transl.); (United States), Vol. 20:10
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
BENZOIC ACID
ALKYLATION
TRIAZOLES
SYNTHESIS
ALDEHYDES
BENZENE
CHEMICAL BONDS
CHEMICAL REACTION KINETICS
CHEMICAL REACTION YIELD
ELECTRONIC STRUCTURE
HIGH TEMPERATURE
HYDRAZONES
IODIDES
KETONES
MELTING POINTS
NMR SPECTRA
QUANTITATIVE CHEMICAL ANALYSIS
TEMPERATURE EFFECTS
AROMATICS
AZOLES
CARBOXYLIC ACIDS
CHEMICAL ANALYSIS
CHEMICAL REACTIONS
HALIDES
HALOGEN COMPOUNDS
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
IODINE COMPOUNDS
KINETICS
MONOCARBOXYLIC ACIDS
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PHYSICAL PROPERTIES
REACTION KINETICS
SPECTRA
THERMODYNAMIC PROPERTIES
TRANSITION TEMPERATURE
YIELDS
400201* - Chemical & Physicochemical Properties