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Tautomérie D'Imidazoline-5-Thiones

✍ Scribed by A. Maquestiau; Y. van Haverbeke; J.-C. Vanovervelt; M. Lambert; A. Ravach

Publisher
Wiley (John Wiley & Sons)
Year
2010
Weight
205 KB
Volume
86
Category
Article
ISSN
0037-9646

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✦ Synopsis

Abstract

The tautomeric behaviour of various imidazolin‐5‐thiones is examined. In the 2,2,4‐trisubstituted series, the thiocarbonyl NH form constitutes the lone tautomer observed in all types of solvents.

For the 2,4,4‐trisubstituted compounds, the predominant isomer exists in the 1‐NH form and is accompagnied in most cases by a minor percentage of the 3‐NH protomer.

It seems that the composition of the prototropic equilibrium CS ⇋C‐SH in five membered heterocycles depends highly on the nature of neighbouring atoms or groups.

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## Abstract L'étude de la configuration __E__ ou __Z__ de formyl‐hydrazino __as__‐triazines, établie par RMN et par le calcul théorique, permet de déterminer la structure tautomère de ces composés: de type tétrahydro‐2,3,4,5 triazine ou dihydro‐2,5 triazine selon la nature des substituants.

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