A new tautomeric zwitterion form of 2‐acylamino‐4H‐1,3,4‐oxadiazino[5,6‐b]quinoxalines in solution
- 1 November 1998
- journal article
- research article
- Published by Wiley in Journal of Heterocyclic Chemistry
- Vol. 35 (6), 1333-1338
- https://doi.org/10.1002/jhet.5570350617
Abstract
The reaction of 2-acyiamino-8-chloro-4-methyl-4H-1,3,4-oxadiazino[5,6-b]quinoxalines 2a-d with methyl iodide/base gave the 8-chloro-4,10-dimethyl-4H-1,3,4-oxadiazino[5,6-b]quinoxalin-10-ium-2-acylamidates 4a-d, respectively. Comparison of the nmr spectral data between compounds 2a-d and 4a-d in deuteriodimethyl sulfoxide or in deuteriotrifluoroacetic acid established that compounds 2a-d existed as the zwitterionic tautomers 2′a-d in solution.Keywords
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