Synthesis, Characterization, and Structural Investigations of 1-amino-3-Substituted-1,2,3-Triazolium Salts, and a New Route to 1-substituted-1,2,3-triazoles
AIR FORCE RESEARCH LAB EDWARDS AFB CA PROPULSION DIRECTORATE
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Quarternary salts based upon 3-alkyl substituted 1-amino-1,2,3-triazolium cations alkyl methyl, ethyl, n-propyl, 2-propenyl, and n-butyl have been synthesized and characterized by vibrational spectra, multinuclear NMR, elemental analysis, and DSC studies. Subsequent diazotization of these salts results in the exclusive formation of 1-alkyl-1,2,3-triazoles. Single crystal x-ray studies were carried out for 1-amino-3- methyl-1,2,3-triazolium iodide, 1-amino-3-ethyl-1,2,3-triazolium bromide, 1-amino-3-npropyl- 1,2,3-triazolium bromide, and 1-amino-3-n-butyl-1,2,3-triazolium bromide as well as the starting heterocycle, 1-amino-1,2,3-triazole, and all of the structures are discussed.
- Organic Chemistry
- Industrial Chemistry and Chemical Processing
- Atomic and Molecular Physics and Spectroscopy