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Paper | Regular issue | Vol 32, No. 10, 1991, pp.1879-1895
Published online, 1st January, 1970
DOI: 10.3987/COM-90-5637
Heterocycles from Nitrile Imines. Part IV. Chiral 4,5-Dihydro-1,2,4-triazin-6-ones

Mustafa M. El-Abadelah,* Ahmad Q. Hussein, and Bassam A. Thaher

*Chemistry Department, Faculty of Science, University of Jordan, Amman 11942, Jordan

Abstract

The reaction of nitrile imines (II) with α-amino esters (III) proceeds with no detectable racemization and constitutes a convenient synthetic route to 4,5-dihydro-1,2,4-triazin-6-one (IV). Permanganate oxidation of the heterocyclces (IV) affords the corresponding 1,2,4-triazin-6-one (V). The reaction of (II) with β-amino esters gives the respective acyclic amidrazone adducts (VI).