New heterocycles from tetrazines and oxadiazoles

✍ Scribed by David E. Chavez; Damon A. Parrish

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2009
• Tongue: English
• Weight: 81 KB
• Volume: 46
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.7

✦ Synopsis

Abstract

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The reactivity of 3,4‐diamino‐1,2,5‐oxadiazole (2) toward nucleophilic substitution of 3,6‐bis(3,5‐dimethylpyrazol‐1yl)‐1,2,4,5‐tetrazine (1) was studied. A new class of high nitrogen heterocyclic systems was prepared. It was determined that 3,4‐diamino‐1,2,5‐oxadiazole did not display the required nucleophilicity to be reactive. However, the anion of 3,4‐diamino‐1,2,5‐oxadiazole, prepared by treatment with strong base, was sufficiently reactive to act as a nucleophile. J. Heterocyclic Chem., (2009).