Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Organosulfur Compounds. IV. Relative Strengths of 2-(2-Pyridyl)-3-phenyl-4 (3H)-quinazolinone Series as Proton Acceptor in Hydrogen Bonding
TAKUZO HISANOMASATAKA ICHIKAWA
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1972 Volume 20 Issue 1 Pages 163-166

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Abstract
Earlier, Meyer, et al. examined the Niementowski reaction of s-phenyl-4 (3H)-quinazolinone and showed that 4 (3H)-quinazolinone is a strong enough base to form a salt, a carboxylate, when heated with a carboxylic acid, such as formic acid, phenylacetic acid, benzoic acid, salicylic acid, or anthranilic acid.
During the study on the Niementowski condensation of anthranilic acid with thiopicolinanilides, we also found that an anthranilate of 4 (3H)-quinazolinone is formed in the course of this reaction. In the present work, we would like to show that 4 (3H)-quinazolinone can act as a good proton acceptor and the frequency shift of hydrogen bonding, Δν(in cm-1), with the change of the bonded counterpart, OH…B.
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© The Pharmaceutical Society of Japan
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