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The Ring Transformation of 3-Methyl-5-nitropyrimidin-4(3H)-one
Department of Chemistry, Osaka Kyoiku University, Asahigaoka, Kashiwara, Osaka 582-8582, Japan
* Authors to whom correspondence should be addressed.
Received: 13 May 2003; in revised form: / Accepted: 15 May 2003 / Published: 30 June 2003
Abstract: 3-Methyl-5-nitropyrimidin-4(3H)-one readily reacts with carbonyl compounds to produce three kinds of ring transformations. The nitropyrimidinone behaves as the synthetic equivalent of activated diformylamine affording 3,5-difunctionalized 4-pyridones, 4,5-disubstituted pyrimidines and functionalized 4-aminopyridines. It also behaves like α-nitro-formylacetic acid to give 5,6-disubstituted 3-nitro-2-pyridones.
Keywords: Nitropyrimidinone; ring transformation; pyridone; pyrimidine; aminopyridine
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MDPI and ACS Style
Nishiwaki, N.; Tamura, M.; Hori, K.; Tohda, Y.; Ariga, M. The Ring Transformation of 3-Methyl-5-nitropyrimidin-4(3H)-one. Molecules 2003, 8, 500-504.
Nishiwaki N, Tamura M, Hori K, Tohda Y, Ariga M. The Ring Transformation of 3-Methyl-5-nitropyrimidin-4(3H)-one. Molecules. 2003; 8(6):500-504.
Nishiwaki, Nagatoshi; Tamura, Mina; Hori, Kazushige; Tohda, Yasuo; Ariga, Masahiro. 2003. "The Ring Transformation of 3-Methyl-5-nitropyrimidin-4(3H)-one." Molecules 8, no. 6: 500-504.