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Optimisation of the synthesis of guanidines from amines via nitroguanidines using 3,5-dimethyl-N-nitro-1H-pyrazole-1-carboxamidine

Lookup NU author(s): Emeritus Professor Bernard Golding

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Abstract

The synthesis of the useful reagent for the preparation of guanidines, 3,5-dimethyl-N-nitro-1-pyrazole-1-carboxamidine (DMNPC), has been optimised. A detailed protocol for using this reagent for the preparation in pure form of a range of guanidines via nitroguanidines is described. A comparison has been made regarding efficiency between DMNPC and the guanidinylating reagents N,N′-bis-Boc-1-pyrazole-1-carboxamidine (2) and N,N′-bis-Boc- N′-triflylguanidine (3).

Publication metadata

Author(s): Castillo-Melendez JA, Golding BT

Publication type: Article

Publication status: Published

Journal: Synthesis

Year: 2004

Issue: 10

Pages: 1655-1663

ISSN (print): 0039-7881

ISSN (electronic): 1437-210X

Publisher: Georg Thieme Verlag

URL: http://dx.doi.org/10.1055/s-2004-829130

DOI: 10.1055/s-2004-829130

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