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Communication | Regular issue | Vol 9, No. 3, 1978, pp.243-246
Published online, 1st January, 1970
DOI: 10.3987/R-1978-03-0243
Triazolines X. Organic Synthesis via 1,2,3-Triazoline Intermediates. A Unique Synthesis of 4-Anilinopyridazine

Panlaja K. Kadaba* and John Triplett

*College of Pharmacy, University of Kentucky, Lexington, KY 40536-0053, U.S.A.

Abstract

The paper illustrates the utility of the 1,2,3-triazoline heterocycle in organic synthesis. The 4,5-acyl-substituted triazoline (2) decomposes in situ to yield the enaminodiketone (3) and the diacylaziridine (5). With hydrazine, (3) undergoes ring closure to yield the hitherto unknown 4-anilinopyridazine (4); (5), however, yields the pyrazole (7). A mechanism is suggested for the formation of (7).