Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on 1-Alkyl-2 (1H)-pyridone Derivatives. XIX. Reactivity of 1-Methyl-2 (1H)-thiopyridone and Its Derivatives
HIROSHI TOMISAWACHAOHSIUNG WANG
Author information
JOURNAL FREE ACCESS

1973 Volume 21 Issue 12 Pages 2607-2612

Details
Abstract
Reactivity of 1-methyl-2 (1H)-thiopyridone (I), 1-methyl-2 (1H)-thioquinolone (III), and 2-methyl-1 (2H)-thioisoquinolone (V) was compared with that of the corresponding oxygen compounds, 1-methyl-2 (1H)-pyridone (II), 1-methyl-2 (1H)-quinolone (IV), and 2-methyl-1 (2H)-isoquinolone (VI). In deuteration, I was less reactive than II, III entirely failed to react, and V reacted under a stronger reaction condition than VI. Bromination of I and V was carried out but they did not produce the expected products, although II and VI reacted easily. Grignard reaction as an example of the nucleophilic substitution reactions on III, which was most inactive to the electrophilic substitution reactions, revealed that III is more inactive than IV to this reaction and the yield was not good even under a more drastic condition.
Content from these authors
© The Pharmaceutical Society of Japan
Previous article Next article
feedback
Top