Lactams. VI. Synthesis and Nuclear Magnetic Resonance Study of 1-Aralkyl-3-methyl- and -5-methyl-2(1H)-pyridones

フォーマット:

論文

責任表示:

Fujii, Tozo ; Yoshifuji, Shigeyuki ; Yoshida, Kiyoshi ; Ohba, Masashi ; Ikegami, Shiro ; Kirisawa, Makoto

言語:

英語

出版情報:

日本薬学会, 1975-05-25

著者名:

Fujii, Tozo

Yoshifuji, Shigeyuki

Yoshida, Kiyoshi

Ohba, Masashi

Ikegami, Shiro

Kirisawa, Makoto

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掲載情報:

Chemical & pharmaceutical bulletin 23(5),993-1002

ISSN:

0009-2363      

巻:

23

通号:

5

開始ページ:

993

終了ページ:

1002

バージョン:

publisher

概要:

The alkaline ferricyanide oxidation of the quaternary pyridinium salts (Ia-g) furnished pairs of the isomeric 2-pyridones (IIa-g) and 6-pyridones (IIIa-g) in good total yields. In all cases, the oxidation at the 2-position was much favored over that at the 6-position. The effect of the aryl group in the N-aralkyl chain on the orientation of the oxidation seemed to be negligibly small regardless of the number of the methylene groups separating the aryl group … from the nitrogen. The extent of the 6-oxidation was slightly increased as the alkyl group at the 3-position was changed from the methyl to the ethyl group. The nuclear magnetic resonance spectra of these pyridones were measured in deuteriochloroform, carbon tetrachloride, and benzene-d_6. On the basis of the results summarized in Tables III-VI, the effects of the aryl group and the number of the methylene groups in the N-substituent on the chemical shifts for the pyridone-ring and neighboring group protons are discussed. 続きを見る

URL:

http://hdl.handle.net/2297/7629