Molecules 2003, 8(6), 500-504; doi:10.3390/80600500
Article

The Ring Transformation of 3-Methyl-5-nitropyrimidin-4(3H)-one

Nagatoshi Nishiwaki*, Mina Tamura, Kazushige Hori, Yasuo Tohda and Masahiro Ariga* email
Department of Chemistry, Osaka Kyoiku University, Asahigaoka, Kashiwara, Osaka 582-8582, Japan
* Authors to whom correspondence should be addressed.
Received: 13 May 2003 / Accepted: 15 May 2003 / Published: 30 June 2003
(This article belongs to the Special Issue Selected Papers from the Second Eurasian Meeting on Heterocyclic Chemistry: Heterocycles in Organic and Combinatorial Chemistry)
PDF Full-text Download PDF Full-Text [62 KB, uploaded 30 September 2008 19:38 CEST]
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

Article Statistics

Click here to load and display the download statistics.

Cite This Article

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.

AMA 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(6):500-504.

Chicago/Turabian Style

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.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert