REACTION OF NITRIC-OXIDE WITH AMINES

Citation
T. Itoh et al., REACTION OF NITRIC-OXIDE WITH AMINES, Journal of organic chemistry, 62(11), 1997, pp. 3582-3585
Citations number
38
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
00223263
Volume
62
Issue
11
Year of publication
1997
Pages
3582 - 3585
Database
ISI
SICI code
0022-3263(1997)62:11<3582:RONWA>2.0.ZU;2-Y
Abstract
Reactions of nitric oxide (NO) with amines in organic solvents were st udied using Hantzsch dihydropyridines and aromatic primary amines as s ubstrates. Hantzsch dihydropyridines are readily oxidized by nitric ox ide to give the corresponding pyridines in quantitative yields. The ad dition of oxygen accelerates the reaction rate considerably. On the ot her hand, aromatic primary amines give deaminated products by the reac tion with nitric oxide only in the presence of oxygen in ethereal solv ents or chloroform.