- Synthesis of 2-Amino-1,2,3-triazole Derivatives from Vicinal Diazides
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Triphenylphosphine reacts with naphthoquinone diazide to form almost quantitatively the phosphorane of a unique 2-amino-l,2,3-triazole derivative. This compound undergoes an aza-Wittig reaction with aldehydes and is readily hydrolyzed to the free 2-amino-1,2,3-triazole. The free amine reacts normally with acids and aldehydes. The 2-amino-l,2,3-triazole system is stable and high melting, and most derivatives give the parent ion as the largest peak in the mass spectrum. The compounds absorb at 300-350 nm with a strong emission in the range 500-700 nm, depending upon the substituents. Cyclic voltammetry shows one reversible, single-electron reduction wave.
- Sun, Duoli,Watson, William H.
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p. 4082 - 4084
(2007/10/03)
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