THE CYCLIZATION OF A NITRAMINE, FORMATION OF 3-NITROPYRIDINE FROM 5-NITRAMINOPENTA-2,4-DIENAL

Authors
BAKKE JM RANES E RIHA J
Citation
Jm. Bakke et al., THE CYCLIZATION OF A NITRAMINE, FORMATION OF 3-NITROPYRIDINE FROM 5-NITRAMINOPENTA-2,4-DIENAL, Tetrahedron letters, 39(8), 1998, pp. 911-912
Citations number
7
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
8
Year of publication
1998
Pages
911 - 912
Database
ISI
SICI code
0040-4039(1998)39:8<911:TCOANF>2.0.ZU;2-3
Abstract
On reaction of the sodium salt of 5-nitraminopenta-2,4-dienal (2) with sodium bisulfite at pH 4, 3-nitropyridine (10) was formed. Two reacti on paths appeared possible for this reaction. From a LH NMR study of t he reaction a route by the N-nitropyridinium ion 1 (Route A, Scheme 1) appeared likely. The results from the reaction of 1 under the same co nditions supported this. (C) 1998 Elsevier Science Ltd. All rights res erved.