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Synthetical Application of Alkyl 2-isothiocyanatocarboxylates. A Simple Synthesis of 5-Substituted-3-amino-2-thioxo-4-imidazolidinones (3-Amino-2-thiohydantoins)
Molecules 1999, 4(10), 287-309; doi:10.3390/41000287
Article

Synthesis of N-7-Substituted Purines from Imidazole Precursors

Institute of Organic Chemistry, Polish Academy of Sciences, ul. Kasprzaka 44/52, PL-01-224 Warszawa, Poland
Received: 23 February 1999 / Accepted: 4 June 1999 / Published: 25 September 1999
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Abstract

Synthesis of purines and purine mono-1-oxides from the respective 5-substituted 4-nitroimidazole derivatives is described. The commercially available 4-nitroimidazole, in a few simple steps (including Vicarious Nucleophilic Substitution of Hydrogen), was transformed into: 4-aminoimidazoyl-5-carboximes, N-[1-(4-amino-1H-imidazol-5-yl)methylidene]-N-(aryl)amine derivatives or into 4-amino-5-aminomethyl-imidazole. These intermediates were cyclized to the final products.
Keywords: purines; purine N-oxides; nitroimidazoles; oximes; Schiff bases; isocyanides; Vicarious Nucleophilic Substitution purines; purine N-oxides; nitroimidazoles; oximes; Schiff bases; isocyanides; Vicarious Nucleophilic Substitution
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Ostrowski, S. Synthesis of N-7-Substituted Purines from Imidazole Precursors. Molecules 1999, 4, 287-309.

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