Synthesis of N-7-Substituted Purines from Imidazole Precursors

doi:10.3390/41000287

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Molecules 1999, 4(10), 287-309; doi:10.3390/41000287

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Synthesis of N-7-Substituted Purines from Imidazole Precursors

Stanislaw Ostrowski

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

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MDPI and ACS Style

Ostrowski, S. Synthesis of N-7-Substituted Purines from Imidazole Precursors. Molecules 1999, 4, 287-309.

AMA Style

Ostrowski S. Synthesis of N-7-Substituted Purines from Imidazole Precursors. Molecules. 1999; 4(10):287-309.

Chicago/Turabian Style

Ostrowski, Stanislaw. 1999. "Synthesis of N-7-Substituted Purines from Imidazole Precursors." Molecules 4, no. 10: 287-309.

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