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Communication | Regular issue | Vol 32, No. 11, 1991, pp.2079-2082
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5832
Regioslective Synthesis of 2-Substituted 3-Nitropyridines by One-Pot Reaction of Either 4- or 6-Substituted 1-Methyl-3,5-dinitro-2-pyridones with Ketones and Ammonia

Yasuo Tohda,* Tooru Kawara, Miyuki Eiraku, Keita Tani, Masahiro Ariga, and Yutaka Mori

*Department of Chemistrty, Osaka Kyoiku University, Minamikawahori-cho 4-88, Tennoji-ku, Osaka 582-8582, Japan

Abstract

Regioselective synthesis of 2-substituted 3-nitropyridines was achieved by one-pot reaction of either 4- or 6-substituted 1-methyl-3,5-dinitro-2-pyridones with ketones in the presence of ammonia. The selectivity is interpreted in terms of steric factor of substituent on the pyridone.