Effect of Oxygen on the Reaction of Secondary Amines with Nitric Oxide

Chem. Pharm. Bull., 47(1), 133-135, January 1999

Communications to the Editor

Effect of Oxygen on the Reaction of Secondary Amines with Nitric Oxide

Takashi ITOH, Yuji MATSUYA, Hiromi MAETA, Michiko MIYAZAKI, Kazuhiro NAGATA, and Akio OHSAWA^*

School of Pharmaceutical Sciences, Showa University, 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan.
Received October 1, 1998; accepted November 19, 1998

Secondary amines were allowed to react with nitric oxide in the presence of oxygen to afford N-nitrosamines in good yields. Detailed investigation revealed that the reaction proceeded by two pathways; the one involves the catalytic behavior of oxygen, and the other consumes a stoichiometrical amount of oxygen. Both pathways afforded the same nitroso adducts.

Key words nitric oxide; dinitrogen trioxide; nitrosation; N-nitrosamine

Communications to the Editor

Effect of Oxygen on the Reaction of Secondary Amines with Nitric Oxide

Takashi ITOH, Yuji MATSUYA, Hiromi MAETA, Michiko MIYAZAKI, Kazuhiro NAGATA, and Akio OHSAWA*

School of Pharmaceutical Sciences, Showa University, 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan. Received October 1, 1998; accepted November 19, 1998

Takashi ITOH, Yuji MATSUYA, Hiromi MAETA, Michiko MIYAZAKI, Kazuhiro NAGATA, and Akio OHSAWA^*

School of Pharmaceutical Sciences, Showa University, 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan.
Received October 1, 1998; accepted November 19, 1998