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A Synthesis of Acetamidines

Jitendra R. Harjani, Chen Liang and Philip G. Jessop*

*Department of Chemistry, Queen's University, Kingston, Ontario K7L 3N6, Canada, Email:

J. R. Harjani, C. Liang, P. G. Jessop, J. Org. Chem., 2011, 76, 1683-1691.

DOI: 10.1021/jo102358d


The condensation of primary amine with N,N-dimethylacetamide dimethyl acetal yields a mixture of acetamidine and imidate ester depending on the temperature, solvent, and structure of the primary amine. It is possible to suppress the formation of imidate ester by performing the reaction in the presence of excess dimethyl amine, yielding acetamidine as the exclusive product.

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ID: J42-Y2011-0660