Optimisation of the Synthesis of Guanidines from Amines via Nitroguanidines Using 3,5-Dimethyl-N-nitro-1H-pyrazole-1-carboxamidine

Joel A. Castillo-Meléndez, Bernard T. Golding*

*School of Natural Sciences - Chemistry, Bedson Building, University of Newcastle upon Tyne, Newcastle upon Tyne NE1 7RU, UK, Email: B.T.Goldingncl.ac.uk

J. A. Castillo-Meléndez, B. T. Golding, Synthesis, 2004, 1655-1663.

DOI: 10.1055/s-2004-829130

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Abstract

The synthesis of 3,5-dimethyl-N-nitro-1-pyrazole-1-carboxamidine (DMNPC) has been optimised. A detailed protocol for the preparation of a range of guanidines via nitroguanidines is described using DMNPC as guanidinylating reagent.

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Key Words

guanidinylation, 3,5-dimethyl-N-nitro-1-pyrazole-1-carboxamidine, hydrogenolysis, formic acid, ion exchange chromatography

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ID: J66-Y2004-2170