A Reaction of Thioamides with Zinc Ammoniates Leading to Simple Amidines. Discovery of a New Zwitterionic Monomethylamidine

Jaroslaw Spychala

doi:https://doi.org/10.1007/s10562-006-0056-4

A Reaction of Thioamides with Zinc Ammoniates Leading to Simple Amidines. Discovery of a New Zwitterionic Monomethylamidine

Abstract

The reaction of thioamides with the R1R2N-ZnCl ammoniates leads to N-mono-, N,N'-di-, N,N-disubstituted, and unsubstituted amidines with high concns. of amines in abs. ethanol. The efficient direct formation of the N,N'-dimethylamidine can be explained by a greater reactivity of methylamine compared with dimethylamine. Discovery of a new zwitterion (induced by a carbonyl oxygen) suggests that the stabilization in the thymine N-methylamidine is too slight to prevent the subsequent reaction with methylamine.

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Jaroslaw Spychala dr

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Category:: Magazine publication
Type:: Magazine publication
Published in:: CATALYSIS LETTERS no. 109, edition 1-2, pages 55 - 60,
ISSN: 1011-372X
Publication year:: 2006
Bibliographic description:: Jaroslaw Spychala, A Reaction of Thioamides with Zinc Ammoniates Leading to Simple Amidines. Discovery of a New Zwitterionic Monomethylamidine, Catalysis Letters, vol. 109(1-2), pages 55-60, 2006.
DOI:: Digital Object Identifier (open in new tab) https://doi.org/10.1007/s10562-006-0056-4
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