D. Fregona, S. Sitran, P. Vigato
May 1, 1986
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0
Influential Citations
4
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
The pathway of the reaction between 2,4,6-heptanetrione and 1,5-diamine-3-aza-pentane was studied and some products identified by ir, uv, mass spectra and x-ray diffractometry. This reaction is not a simple condensation with the formation of a Schiff base but a more complicated process. The structure of the final compound was determined by x-ray crystallography and refined to R = 0.047. Crystals are triclinic, space group Pl, with a = 11.795(5), b = 9.779(5), c = 7.801(5) A, α = 101.74(3), β = 90.93(3), γ = 110.65(3), Dx = 1.27 g. cm−3 for Z = 2. The structure is essentially formed by three heterorings two of which have a common edge. Only the 4-pyridone ring is planar. As expected 1,5-diamino-3-thiapentane reacts with the same triketone, in 1:1 or 1:2 molar ratios, to give the acyclic or macrocyclic Schiff bases.